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Morning After Letters to a Mistress

Dear Mistress Alexa:

Dear Mistress Alexa


You had asked me a while back to tell, or write, what I'm feelingor what Ido with a new client.So I'll try.

As you know, my shop is very fem, and there's a premium placed on pampering. So I try to make her feel as comfortable a possible. The receptionist will greet her and have her change into one of our smocks, and while she is changing, she will come over and tell me that so-and-so is here. So I'll be waiting for her when she comes out.

I'll introduce myself and shake her hand, and guide her by the shoulder over to my chair. I will probably be a little more "outgoing" (sissyish!!) than i normally am, so she doesn't feel threatened by the male persona in anyway. After all, this is a haven for women, a female bastion, so I try to be as disarming as possible.

After she is seated, I will place my hands on her shoulders and look into the mirror at her, and I might say, "So, how do i come to know you'' or "what did you have in mind for today" As she's answering, I will pull her hair our of a scrunchie pr take out her barrette, and then run my fingers through her hair, semi-styling it with my hands, feeling the texture, or looking at the color.

I'll usually compliment her on one of her better features, whether it's her eye color, her hair color, whatever. This does wonders for giving her a sense of self-confidence thatI will enhance her assets, and that a man might find something about her attractive. Even if it's me!

Once we've discussed what we're going to do, I will give her a little stress-relieving treatment, in which I rub her scalp and temples and finish with her shoulders..Now she is totally relaxed and ready to submit! lol

I'll walk her over to the shampoo sink and gently guide her head into the bowl.. As she's laying there with her eyes closed and her legs crossed,I will take a second to admire her pantyhose,her shoes, and the hint of a pretty lace bra under her smock.. "hmmm, this is my favorite part" is usually the first thing i hear...

Your sissy hairdresser

Mr. Sean



sissy training, feminization, femdom, stories 31 Oct 2002

Mistress Alexa

Good afternoon Mistress Alexa, thank You for allowing me to write to You and i thank You very much for beginning my chastity training yesterday,

Yes Mistress your new little slut has been performing "her" exercises today. Once this morning, as i slept finally after rubbing myself and filling myself with the nice shiny dildo, exactly as You directed, and i was still hard when i woke up!!...ugh!! Your balls feel like they are going to pop! i performed my first exercise in bed this morning raising my leggs up high and stroking hard and fast it did not take long before i had to stop before i was going to have an accident, there was a wet spot on my bed, not like i came but just like oozing from the night before....

today i wore red tights under my black jeans and a white tee shirt with a dark long sleeve shirt as i dressed i remembered of a fantasy of a long time ago and Your roleplay started me thinking about the past...and a short term situation i was in back in highschool....

I was 17 and ended up staying home from school alot after football season, i had chronic broncitous or so my doctor said, it was enough to get me two and three days off at a time, during this time my mom and dad both worked and would leave around 7:30 in the morning, so i had the day to myself, i was very naughty and used to rent alot of XXX movies, they did not card me at the store and i would always go during the day, so they never questioned, but my fun came to an end one day when i was watching a very hot Ginger lynn movie when there was a knock at my door, i jumped to shut off the tape, then tried to compose myself before answering the door, imagine the sight, a blond blue eyeed athletic boy, trying to hide his obvious hard-on, when i opened the door to a middle aged woman in a business suit, she asked me if my mom was home, or the man of the house, i said no to both, she inquired if i ever shopped for perfumes and bath oils for my mom, i said sometimes and she asked if ! she could show me her products, i tried to brush her off but she was v ery persistent and eventually i gave in, she smelled amazing, i took a seat on the couch as she setup her case of oils, then proceeded to lay out several very large hair brushes, and this thing that looked like a cutting board, then i almost jumped out of my skin as she bend down and picked up one of my xxx tapes,

She said that she didn't think i would be much interested in bath oils...but She had other plans for me....i tried to get the tape back but she quickly kneed me in the groin causing me to sink to my knees....i tried to cover up but she kicked me again and then grabbed my wrists and tying them up really tight, i started to beg her to stop, she got tired of my whining and gaged me with her panties and duct tape, then she began to explain to me the situation, how that she needed a houseboy, though i was very green she would take the time to train me, she then told me that she had stalked me for awhile and that she liked how i was free often during the day, though my days of masturbating just ended, she told me very firmly, then she pulled me by the ear to my room and went right to my dresser, dumping all of my underwear on the floor,

then i watched in horror as she put two pairs of small white briefs followed by 7 pairs of panties....taking my underwear to the paper shredder, she shredded all of them... then she began to tell me of my future, how my life is hers...then she put it on me a funny looking belt that locked my cock up in a metal cage, and held a small plug into my ass and locked it in place..then she smiled and said crawl behind me.....

I was just going to leave you in your room but I think you need to know of your future now....i saw two men naked on their knees in my living room she instructed me to knee behind her as she proceeded to thrash these two men with a birch rod then rubbed herself on me till she came all over me, she then sat on my face holding me down as i could feel licking of the juices off of me as she directed!them, then she ordered them to leave and proceed to kiss me and give me my first hicky on my left thigh real close to my balls...

i did not hear from her for a week when my mom said i had a call, she lauged into the phone, still locked up.....get Your ass to the end of the road now....its time for Your next lesson..... to be continued.

i hope You enjoy my tale as my as You will enjoy using my tail :),

in chastity,
your Neighbor...



sissy training, feminization, femdom, stories 22 Oct 2002

Mistress Alexa

yes, I am ready to be a maid.

I have been a very, very naughty boy.Since the age of 8 when my mother first dressed me up as a girl, I have dreamed of being a girl and have constantly worn girls underwear, starting with my sister's.

When I went through puberty, my first wank was wearing bras and knickers and I gladding licked up every drop of cum which sprayed from my worthless dick. Even dating, I would wear my girlfriends knickers and bras when they were not around and put on their dresses.

Even now I am married, each time my wife is out of the house, I dress up and wank furiously. When she is away, I unwrap her wedding dress and wear it.

I was at a friend's house getting changed to get into their pool and stole a pair of panties and bra for my own pleasure.I would regularly snowdrop these items from clotheslines and had quite a collection of "uniforms"

Whenever I dress up I feel special and lose myself in a sea of dreams.

My first anal masturbation occured when I was 18.I attached the end of my fishing rod to my bed, lubricated the other and whammo! My eyes rolled back. I was amazed at the velocity of the sprog when I wanked - sperm went everywhere.

I soon bought a vibrator from a sex shop and night after night I slipped it into my arse and vibrated away.One night I passed out and woke the next morning with blood all over the sheets I was that excited.

I yearn to be dominated. I have asked my wife and she thinks I am crazy. What do you think?

"Wendy"



sissy training, feminization, femdom, stories 2 Oct 2002

Mistress Alexa




Hello and Good Morning My Mistress,

Thank you for taking the time to read this. I am hoping that you can guild me through this fantasy and get me beyond where I've been. To keep this short, I will not worry about grammar, if you will allow me. Of course, you are my mistress, so how and where you take me is your control.

Dominated passionately yet strictly. I like to be made vulnerable and exposed. Very into smells and tastes, I would like this to be "Real Time", where I actually perform for you.

Told to lie face down, raise my ass in the air and rub my hole through my briefs. I have worn them all day and not wiped well last morning, I am told to expose my ass to you, remove and smell my briefs, suck on them for you. I spread my cheeks, and told to rub my hole. Again smell, then lick, then insert. Feeling around I must describe what I feel. Smell lick, taste, and insert deeper, loosening me up for the dildo. Made to suck to moisten then insert slowly. Remove same routine. Sit down on, deeply, ride, told to push it out so its dirty.

If I do what I'm told well, I maybe rewarded by allowing to drink my golden nectar from a glass as I push down hard while its in me.

Depending on how far you get me to submit and serve, I can get very dirty for you I'm sure, which is where I'd like to goSI think. I enjoy a little pain, cock slapping, and total worship of my ass for you.

I thank you again my mistress.

Please make me beg to taste it for you.

D.


sissy training, feminization, femdom, stories 27 Aug 2002

Mistress Alexa

Wow... i checked for email, hoping to find something while trying not to expect anything, trying not to feel let down or disappointed if nothing is there.probably too much thought going into it.Yet, when i found your email, i wasn't prepared at all.i found myself flush, weak with a subtle tingling throughout, and feeling quite submissive and eager to read your message.

i find myself communicating personal, even secretive, hidden, intimate information that i have not always admitted to myself with an enticenly beautiful woman whose mere voice weakens my entire being, whose sight excites my sexually.Even a faint recognition of my reaction to you and the nature of our interaction seems to seal me within a cocoon of a submissive, in trance-like state.

Part of me has left only to be replaced by some other 'self' which craves and needs this feeling.The more i feel this , the more i long to 'let go' of the primary self to give way to this other, submissive self.It just doens't really go away.Somehow, i want to embrace it.i want it; i simply want it.

Is there such a thing as a submissive hormone?There definately is something going on within me.Neuro-Psycho-Chemical.Alexa asked if I was always like this.She mentioned that i sounded like i was to be subjected to fate or death. She was right; i am different, somehow lost in this other part of myself.Though i've 'known' that i felt this, felt differnt, i wasn't realy aware of it.i'm feeling this way now and realize it, but i don't know what to do with it or how to snap out of it - or even if i want to.

Some one stopped by, knocked on my door and asked about work stuff.i had to really concentrate and even still wasn't my usual professional self.

Still weak. i have to admit, i just put on the slip and it feels so sexy.It does 'flow' over me softly caressing my skin, leaving my nipples a little tingly - though i'm a little tingly all over anyway.i didn't get a short plunger yet, maybe on the way home.

i really want to talk to you right now.please don't misunderstand me. i'm not looking for or wanting sexual release.I really don't want it right now.i'm not even hard, well, ok, semi-hard.i don't know how to describe it.i feel weak, too weak to endure standing.i feel as if i need to lie in a soft bed of submission within your room of dominance.

since, i can not predict when i should call and feel almost imposing to call at my convenience or peak desire, i am giving myself to you from a distance.my beeper is xxx-xxx-xxxx.If you'd like me to call you, just leave the number with a "*". For some reason i want you to have this, even if you don't use it.

goodnight. i need to try to rap some things up and should get ready to go home. Thank your for the quick email.

-- Cocoon



sissy training, feminization, femdom, stories 09 August 2002

Hello,

This email is for Mistress Alexa - with whom i have spoken several times. She asked me to write her an email outlining the things that make my sissie heart flutter.

i can tell you that from our conversations, there have been many such "things".To begin, i'm a submissive who is very serious about that, however, - as deeply as i can be immersed, i need intelligent, realistic exploaration, not the coarse inimaginative banter some woiuld-be-Dommes espouse.

For example..i am very fond of dressing, feminization, sissification, and humilation - alll rolled into a deliciously wrapped mind-fucking package. If it were possible, i would love to experience "Forced-Feminization" - except it can be seen as difficult to force someone to do what they already want so much.Still, the fantasy can be vivid, if approached well.

i especially enjoy the objectification...as it relates to feminization , and humiliation (which can take many forms, and degrees).i actually do have rather nice legs, as a number of woman have remarked. (i was prevsiouly in a relationship with a Dominant Woman, so there was ample opportunity for many people to se my legs - and to a trusted few, she allowed more in-depth "study").At any rate, she employed a positive /negative sort of scheme... that began with her telling me how lovely my legs looked, and how absolutely stunning i looked en femme.She would continue this sort of ego-stroking, and then slip in a comment about how nice i would look on stage, or atop a table. Then, she would tell the others how beautiful my legs were, or how nice my calves looked in the heels she selected...before saying something like.."What couple wouldn't wantsuch a pretty bitch like this for a weekend, or a week, or several... knowing how well i've trained her?"

OR, "She's really very gifted, and loves to be rewarded for her efforts by the surprise if a creamy face-painting, as she kneels between the thighs of the Master, licking him gently, until he decides she's deserving.Perhaps, even several males may participate..."...

in short, i have some real - and deep experience; some cannot be repeated without the presence of a relationship that provides the elements of safety and security;but they remain vivid, andwhen i think of them, i literally feel my smooth legs trembling at the knees, causing me to adopt the prudent measure of sitting down....

This is not meant to be manipulative;rather, i was responding to a request from Mistress Alexa to write her about the things that are meaningful to me..

i do hope they are well received...

admiringly,

sissie


sissy training, feminization, femdom, stories 07 August 2002

hey water-bra girl,


how are you, hope all is well.

having a terrible time getting this thing to fit,i want to be ready when you strap it on and strap me > in.

firstly, there is a ring that goes behind the scrotum to which the device fastens. there are five different sizes provided. when i tried the large one it fell to the floor. how embarrassing. and i thought i had idaho potatoes and a cucumber. guess i really have a pair of marbles and a baby carrot! oh well, its "quality not quantity" that counts. thank goodness the small one stayed in place.

once the ring is in place i,m supposed to slide my baby carrot into the tube and secure the tube to the ring with three pins. the problem is, every time i try to insert the carrot,it swells up and refuses to go in.

Alexa, this is really frustrating. do you have any suggestions?

by the way, i'm behaving. lots of practicing but waiting for you to let me cum. can,t wait to speak with you again.

girdleboy [really like the name]

Mistress Alexa,



sissy training, feminization, femdom, stories 30 July 2002

Mistress Alexa,

Our trip to the wedding was absolutely fantastic.Without you, six hours driving each way by myself would have been terrible. I was apprehensive at first when you gave me my instructions for the trip; dildo in place, then a diaper, followed by a full length girdle.

Our shopping trip made me very nervous, I've never been shopping for lingerie before, much less for myself. I think it was all the stares I received while reading labels for sizes and styles that made me so uncomfortable. After all, six hours driving non stop, one needs to be both comfortable and sexy. We finally settled on a creme colored full length, mid thigh with shoulder straps. Size 38C. For good measure you had me pick up a nice pair of lace bikini panties to wear while sleeping.

I was really proud of myself as I walked out of the store. Although I didn't feel sexually aroused while I was shopping, I did notice a huge wetspot on my pants. The bag hid everything nicely.

After work, I rushed home to try on mypurchase. I thought I looked great: tight butt and small rounded breasts. Perfect. Honestly, I was glad the breasts were small, hoping noone would notice.

Friday couldn't have come soon enough. I was excited. With dildo in place and a puddle of keri lotion in the bottom of the diaper, I slid on the diaper. The girdle fit perfectly over the diaper. The dildo wasn't going anywhere except up. With jeans and a polo shirt, I was sure noone would notice.

Everything felt great. After about an hour, I looked down at my chest and saw the seat belt crossing between my breasts. I can't believe I thought they would be invisible. They were gorgeous. I kept feeling and touching them. I couldn't stop.


sissy training, feminization, femdom, stories 6 July 2002

Hello Mistress Alexa, I just wanted to thank you for my session today. It was everything I could ever dream of and more. With a few words, you had and have total control of my body. Your words made me feel weak, but at the same time somewhat impowered by hearing your words and rules, and knowing what my purpose is. With every word, my cock grew and grew, only to ulitmately have you take a hold of its very being, my very being, for your use and your use only. Allowing me to slip into a pair of panties at the end was mere icing on the cake, but very fitting. I still sit here, my cock straining against my panties, ever hard for the kind, firm words of my mistress.

the artist

sissy training, feminization, femdom, stories 1 July 2002
Dear Mistress Alexa,
I recently found a pair of my x girlfriends panties. Talking with you about her and the way she treated me brought back so many memories. After finding her panties, I smelled them.... they smelt just like she would, as if my head was firmly between her thighs right then and there. The particular item I was holding was a white thong that she would wear on "special occasions". Normally, if she was going to let me actually enter her, which was a very rare occasion. As I felt of the panties, I grew extremely excited. I dont know if I have ever seen my cock this big, well, with the exception of when I hear your voice. It was every bit of 8 inches. Purple. Inflated. Begging for attention. Something told me that I should try the panties on... and so I did. The material held back my member, straining to free itself from its white satin prison. I walked to the mirror, and looking at myself, I felt a sense of humiliation. I turned around to look at the thong as it went up my behind..... I must say, I have a very very girly ass.Smooth, hairless, with the right curves in the right places.... from behind, while wearing those panties, you would think that I was ready to bend over for a cock right there. I felt like such a sissy, less than a man, but at the same time I was extremely turned on. I have not wore them sense, waiting for my chance at a session with you. Just thinking about it makes me realize how much of a sissy boy I am. I just thought I would share all these new feelings with you,

the artist

sissy training, feminization, femdom, stories 17 June 2002
Dear Mistress Alexa:

I just wanted to thank you for all of the attention that you gave me last night, for calling me, and for making me so confortable once I got over my initial nervousness.
I felt so comfortable telling you my desires and experiences. I feel like I could tell you anything about me and it would be okay. No matter what it was. My darkest, deepest desires and wants.

Your voice puts me at ease, it sooths me, it settles something deep down inside of me.

Just the mere thought of our conversation sends chills up and down my spine, the thought of you asking me if I was turned on or hard gives me instant goosebumps.

I awoke this morning still in an excited state from last night. Thank you for allowing me to give you a kiss goodnight, the opprotunity to do so was more than I could ever ask for.

I can not wait to talk more, discuss my desires with you, dive into my fantasies, and fully serve you to the best of my abilites. The most promenant thing on my mind is making you happy and proud of me as a houseboy/servant to you. With each syllable I become more intrapped with your ideal, your thoughts of how boys like myself should be. I eagerly await our next section Mistress Alexa.I long to hear your voice, I long to serve you and only you. Thank you for your time and attention Mistress Alexa,



sissy training, feminization, femdom, stories 15 June 2002

Dear Mistress Alexa;
I am writing to you again in hopes of being inbetween you legs. I know you focus on phone, and you do an awesome job, but let me know if there is any chance of learning the finer arts of P.W. (pussy worship) real time. I will be in Clearwater this weekend and you dont know how much I would love to be at your feet.I would cherish the opportunity to clean you.I would so love to kneel before you, and present in real life, how I did over the phone, by cock on the palm of my open hand acknowledging the true ownership. I have never licked any ass, but would love to try for you if you desired. Whatever the cost, to be between your legs, worshipping at your clitoris, paying homage to your supreme pussy would be my dream come true. Adding to the excitement is the fact that my wife is just a few doors down at the hotel.And my next kiss with her would have traces of you on my lips so we both could enjoy and pay tribute to your pussy (although unknown to her).I could even bring a pair of her panties and perhaps moisten them lightly with your sweetness, so that after I see you, I could enjoy you again mixed with my wife. I hunger for you.If you dont want me to orally worship you, would it be possible to masterbate in front of you as you talk me through an orgasm. Your voice, your calmness, the intricate control you have over me.I would love for you to masterbate me into my mouth or do whatever pleases you. A chance to worship at the pussy of one as great as you would be an awesome thing for me. I will comply with your wishes. Your Neighbour

sissy training, feminization, femdom, stories 10 June 2002
Dear Mistress Alexa:
i have been a really naughty boy lately and was interested when you would be available to baby-sit a bad little 'girl' hottie that is in need of aloving it's for your own good type sitter for at least an hour how does say 90 min. to teach her what it's like to be a tourtred young slut. i enjoy almost all aspects of this type of play and very interactive while with my sitter. i have many toys for you to use to give me all the strict discipline that a very naughty 'girl' like myself needs. i am into, golden showers/drinking, cum milking/eating, spankings, dildo/anal training, crossdressing,nipple tourte(mine are pierced w/ rings) CBT, domestic punishments, enemas, and any other severe punishment that my sitter feels necessary. A quick list of toys for your use would be cloths pins, butt plugs, popcicles, nipple clamps & suction cups, leather shoe laces, yardstick, 'big red bag', dildos (s-m-l),viberating anal beads, belt, hairbrush etc. i will be calling from home so you have all those things also at your disposal. I have attached a pic this is what i'll be wearing this evening when i call. i just went and bought something very flirty and sexie plus a new dildo of some sort that we can use.
Your servant, [name expurgated by ed.]

P.S.S love the site! love your pix (i imagine my hair like Yours)! love Your Pussy!


sissy training, feminization, femdom, stories 25 March 2002
Dear Mistress Alexa;

It is the morning after and i wish to thank you for the time you took with me last night.

It gave me a very good feeling to know that you are training me to be your slut. i assure you that i will do my very best to live up to your expectations and learn to perform as per your wishes.

i get very excited with the thought of dressing to your instructions and to perform the work of being your slut whore sucking and fucking do you bidding. i hope you continue to work on improving my skills and look forward to being put to the test that i can perform for you when the time comes. i plan on getting the chasitie device you informed me of ASAP so the next time you have me before you you i will be prepared for your requests.

PS i have enclosed a photo of me recently for your enjoyment. There are someother issues that we have to talk about concerning my wife. She likes the idea of me wearing a device like this. Also please do not E-mail me back do to a person other than my wife who has access to this computer

Your willing slutJoanna

sissy training, feminization, femdom, stories 23 March 2002
Good Morning My Lady

Thank You so much for the session and the enjoyable phone conservation.I was up early this morning both me and my cock. After the first morning exercise masturbation, I had a hard time not coming for I really wanted to. Lots of pre-cum. I did not cum though.

My private play can be as simple as just a small butt plug, and pantyhose with shoes to full on bondage and the sluttish outfit I can come up with. I have make ankles cuffs that will lock my ankles to gather and the step size will depend on the length of chain lock on between them. I usually use a 3 link chain which allows for about a 6" step. I have at times just used a big padlock witch keeps my step at about 1". I have 3 pairs of shoe. 4.5" heels, black sandal with ankle straps, open toe. These are my most comfortable pair.A, pair of 5" heel, black pumps, and 6" heel pumps black,with ankle straps.These last two will make my feet talk to me very loudly after an hour or two.

One of the more humiliation plays I have done is to fantasies that my Mistress will lock me in shoes and ankles together, grader belt, black seemed stockings, I have a string of purple butt perils that are shove up my ass with just one ball left hanging out, and a bright flag will be tight to that.

I have a leather parachute that you can hang weights to my balls that snaps around them. I will hang some things from them that will pull on my balls all the time and bang together as I move and make noise so my Mistress will know where I am at all times. My hand will be handcuff together and locked to a chain to my lock on slave collar.

The chain is long enough that I can work and get things done but its very hard and slow. They will be short enough that I can't remove the snap on the parachute around my balls.My Mistress will spank and laugh and entertain herself by asking me to get things for her well I doing my other duties and I will be punish for being to slow.

Being gag and with a pair of old back pantyhose pull over my head for a hood, that I can see though but not well, adds to my poor preferment's. I have done lots of private plays and do not wish to keep you with a too long a letter. Thank again for talking to me last night I really did enjoy opening up to you. I will get over my shyness. Maybe someday you will wish for the old shy me back. Let me know if you wish any thing of me.

Your Shy Sissy

sissy training, feminization, femdom, stories 19 March 2002
Yes, I still have the vibrator in my ass and yes it is turn on as well as myself. I want to cum very badly but I will try to be good. I have a lot of question for you but, the point I would like to make now is that you have very good insight into my wants and needs and it hard for me to believe that I have found someone that understand this side of me so well. Thank again talking with me tonight.

Your Shy Sissy


sissy training, feminization, femdom, stories 15 March 2002

I am, of course, an unreformed total masochist. I wear the chastity tube whenever I am away from Mistress and at home except when she desires the use of her cock and balls. There is a great joy when released to pleasure her - as long as that lasts. But there is also a great joy in being locked up again. There is a feeling of safety and security in knowing that Mistress' property is protected. We do not use chastity for behavior modification. Even before the chastity device I did not have any difficulty controlling masturbation which was strictly forbidden to me. I enjoyed preserving the cock and balls for Mistress' exclusive use.

Above all chastity, and all the sensations connected with it - emotional, tactile and otherwise - is for me about my Mistress' control of me. She owns this cock and these balls and when I am in chastity, her property is securely locked up and preserved for her exclusive use. Of course, when I am not in chastity, it is still for her exclusive use - just not locked up securely! I contemplate my Mistress and her total control of me every time I sit down to pee because of it, or feel a chafe, or feel the pressure of her cock pushing against the end of the tube in an erection, or feel the balls under pressure from the tube, or feel an itch that can't be scratched, or feel a tingling in the balls, or feel a pinch of the balls...

There are pleasurable tactile sensations and there are irritating tactile sensations and there are occasionally painful sensations. The most painful occurs during the night when I typically get a large erection whereby the cock presses against the end of the tube which causes the whole assembly to attempt to move forward. This forward movement is arrested by the balls and the resulting irresistible pressure is quite painful. It typically results in a reduction of the erection within a few minutes - but in the meantime I am treated to a delightfully painful reminder of my Mistress total control of me.

We are very happy with the chastity tube for it does not appear likely that it will break. The key is proper sizing. The tube itself comes in a regular and large size. The retaining ring that goes behind the balls is the real key to successful security. It must be tight enough around the back of the balls and cock to prevent slippage but it must not be so tight as to restrict blood flow. Our first measurement turned out to be too large but the vendor exchanged it for us with a smaller one (you get two). As I sit here at my desk in the office, I can feel her cock slide up and down in the tube with the tip pressing hard against end of the tube, the balls starting to hurt from the pressure of the assembly attempting to be pushed off by the erect cock.... I am hard as a rock...but of course I am only allowed to come for my Mistress, and even then, only once a month so I must sit here and wait for the day my Mistress will unlock my cock...

UTM (Unreformed Total Masochist)

sissy training, feminization, femdom, stories 27 Feb 2002

Dear Mistress -

Thanks so much for spending time on the phone with me Monday. I realize that I will always be just a sissy hairdresser, making women beautiful for their real men. Yesterday I designed my own chastity belt, take a 1/12 velcro roller, saran wrap and a thin white belt. and lots of tape. Love it.

your little fag beautican


sissy training, feminization, femdom, stories 13 Feb 2002

hi Miss Alexa, I was pretty embarassed when you told me to stroke and I had an accident! This, not surprisingly, also has its roots in the past...Simply put, I don't have much luck with condoms.Feels like I'm fucking a plastic bag.More often than not, I go limp in condoms which has led to humiliation in the presence ofwaitingcompany.i trust that you get my drift....

With a clitty that normally shines at 7" length, it can be quite hard on the libido and the ego, for that matter.

Attached are some pictures of me, so you can see my physical stature and how I look all done up in panties and hose:)Please disreguard the poor quality of the pics, as I took them myself and it's hard to balance a camera at such odd angles and poor lighting...
By the way.. .I couldnt help myself andhad to masturbate again in front of your pictures... I actually started cumming but gripped my naughty clit tightly and stopped. Lets see if this can be done for -gulp- five days...

-sissy sara

(I picked up the name 'Sara' as a sissy name from this very hot girl in high school who wouldn't give me the time of day.)

sissy training, feminization, femdom, stories12 Feb 2002

Mistress Alexa,

Thank you for spending your time on the phone for me. I humbly wish to enter your service as a mere male that needs total feminisation. I know how to get hold of various feminising hormone treatments, and have been applying "breast development cream"to my chest and am starting to develop breasts as a result. I am in fear of them being noticed at work as they get larger, but I think that mere males should be Feminised. I can also get "hip, bum and thigh" cream to develop my feminine figure. I will humbly supply you with any information about myself that you ask for, to enable you to blackmail me into becoming completely Female, including surgery to replace my penis with Female genitals.

I will be eager and obedient. Women are far, far superior to men, and I would love to serve you.....I look forward to being your obedient Female.

Total Respect,
Suzy


sissy training, feminization, femdom, stories 31 Jan 2002

Mistress Alexa,

You asked me to write you and describe my orgasm last night. I have always masterbated regularly most of my life, very often daily.

When I first spoke to you and you told me to use the candles and stroke myself 5 times daily without having an orgasm, i thought it would be impossible. But, knowing that I need a mistress, I told myself I would obey your every demand to the fullest degree. The first day was a new sensation, 5 times the first day, getting so close and having to quit. The part that excited me the most was knowing I was owned by you and I had no choice but to do as told.

The second day was rough, my mind trying to convince me that this wasn't what I wanted, what i wanted was to have an orgasm, but, when i went to the next town and bought the panties, i realized I was under your control.

The third day, putting on the panties in the morning, doing my daily exercise, I wanted to be your slave. Wearing them under my jeans on the farm, all the other men working around me, i felt ashamed and aroused, but, it was worth it knowing i was pleasing you. I was worried someone was going to notice that i had a hard on most of the work day.

When we spoke the third night, I was so happy to hear your voice. Deep inside i was hoping you would let me cum, but, i assumed i would not be allowed to. As i knelt in my bedroom with my candle and closed my eyes and saw you holding me as i was used, i knew how much you loved me, you knew what was best. I was so hard, 3 days of no release, i could barely touch myself. When you told me i could cum while watching you getting serviced a rush filled my body. I almost didn't feel worthy but at the same time i wanted you to see what i had saved for you. i knew i didn't deserve to be inside you, but, i knew you would be so pleased to see how much i came. as i watched and stroked i couldn't hold back, the cum covered my thigh. large amounts fell on my leg, the warmth spread throughout my body and the warmth on my leg was like a gift to you. now as i shower and wash my pussy i can actually feel it getting looser, more accustomed to being used. I hope i've pleased you with this letter and that i can please you more often.

Your slave


sissy training, feminization, femdom, stories31 Jan 2002

Mistress ALEXA,

I was talking to you tonite to explain all the true feelings I have. I want you to know, I realize you are very busy and I don't deserve to be with you.

I have never been so completely consumed with my thoughts of a Mistress as much as I have with you.

I beg you to let me serve you and be used by you. If you choose to pass my on to another Mistress, I will obey you and serve another. Please tell me your wishes.

Subservient, [name expurgated. --ed.]


sissy training, feminization, femdom, stories OriginalArrivalTime: 29 Jan 2002

Dear Mistress Alexa:

thank you again for allowing me to serve the wonderful mistress jane.

last night she gave me instrucions to but a dog dish with my name daphne on it

i also have to send you pictures of me.i was then instructed to shit in the toilet then remove it and put it in my aroma casket,put the gas mask. i had to continue wearingmy pink maids outfit and tighten my corset all the way. the humiliation gets worse she made me jump rope in mu 5"pink pumps while singing mary had a little lamb wearing the gad mask so i would breathe in the smell  of the shit more. after that i was instructed to put on my latex hood with the blow up penis gag and blow it up.

It is hard to explain how difficult it is to sleep completely gaged, plus i had to wear a but plug all night and everytime i woke up i had toreplace it with a bigger one(of course i woke up 3 times and ended up with the biggest one in.

it was a very long night and i thank my mistress for all the time she puts into training me.

daphne

sissy training, feminization, femdom, stories 27 Jan 2002 21:13:02.0994

Dear Mistress Alexa:

thank you for allowing me to train with mistress jane.she is the best.

last night i had to put on my latex stockings and gloves pink corset parachucute collar with spikes my spreader bar andpumps. then i was instructed to drink 10 glasses of water in 10 minutes(that was very hard ). i was the told to put on my texas catheter(a latex tube that slides of my clitty like a condom and has a hose attached, i had to hook a hose up to my ball gag that had a hole in it. I tried to hold it as long as i could because i knew as soon as i peed it would  be onceevery hour, I didn't sleep much i spent most of the night pissing in to my mouth. It would be impossiabe for me to count how many time i drank my piss (8-10 maybe)

i have not cum in a week and i have along time left until she allows me to cum, mistress...

jane does not allow me to even ask to cum, because if is her clitty now. I thank mistress jane so much for taking the time to train me to be her little wet noodle chasitised fart sniffing piss drinking shiteating cock sucking cum lapping pathetic sissy wimp whore.

call 888-411-1230 to talk to Mistress Alexa26 Jan 2002 13:05:30.0745

Dear Mistress Alexa:

thank you again for allowing me to serve the wonderful mistress jane.last night she had mein my cotton little girls outfit panties pumps collar and of course chasity tube. she made me fuck my pusssy and play with my breast, i then had to crawl to the toilet (that she did not alow me to flush) and put my head into it while i fucked my pussy some more.

later my instructions were to put on my 19" blk corset, it is very uncomfortable(its so long that i cannotsit when wearing it)my white 8" pumps blk frilly panties stockings. then i had to put toothpasteon my large butt plug and put it in my pusssy so that in the morning when i brushed my teeth i would not smell like shit. the toothpaste burned up in my pussy for over an hour,

it is very hard to sleep in a tight corset and your pussy pluged and burning with toothpaste.

i ate my oatmeal off the floor next to the toilet this morning as instructed. p.s. i am afraid to find out what she has planned next

sissy training, feminization, femdom, stories 25 Jan 2002 19:50:38.0628

Dear Mistress Alexa:

Thank you again for allowing me to serve mistress jane she is so wonderful.i have know idea what i would do without her.

last night she made me play with my clitty lick my pre cum fuckmy pussy with a huge dildo and lick it clean,i was then instructed to slap my clitty until it went down and put back on my chasisty tube that she always makes me wear.After she fininshed humiliating me

i was instructed to boil 2 eggs shove then up my pusssy along with my tooth brush and go to bed. in the morning i had to eat the eggs off the floor next to the toliet andbrush my teeth with the tooth brush that was up my pussy all night.

call 888-411-1230 to talk to Mistress Alexa23 Jan 2002 13:50:09.0814

Dear Mistress Alexa:

thank you again for giving me to mistress jane she is so awsome, last night i had

mistress jane is


Instructions for Sissy Sluts

call 888-411-1230 to talk to Mistress Alexa put on your frilliest panties and pumps. Make yourself look pretty.Don't forget to tuck up your pathetic cock. I want to see your pussy.Skip around your house singing mary had a little lamb (don't forget to leave the curtains open so the whole neighborhood can laugh at you!)

call 888-411-1230 to talk to Mistress AlexaOn your knees you pathetic Fuck!Place your sorry face in the toilet (after you have pissed and/or shit in it) recite 100 times: "I am a pathetic, cocksucking, scum.I am so lucky to have a mistress that will put me in my place.Right here in this used toilet with my piss and shit."

call 888-411-1230 to talk to Mistress AlexaTie your cock up snug.Clamp those nipples.You will watch for two hours the most evil show, The Home Shopping Network! Every time they say: "For you" you will smack your ass (alternating cheeks) "For a limited time only" you will pull on the clamps and when they say: "Home Shopping Network" you will masturbate thinking only of rubbing your disgusting cock all over the host(s) while seductively sucking on the item they are trying to sell.Don't you even entertain the notion of cuming.You will do each act until the another phrase is said.

call 888-411-1230 to talk to Mistress AlexaI demand Proper Posture!Walk across the room with your highest heals on (don't forget your pantyhose) with a book on your head. You must be able to walk across the room 30 times without the slightest swagger.If you are less than flawless you must start your counting all over again.

call 888-411-1230 to talk to Mistress AlexaYou will wear your nicest pantyhose and panties to work.With your door UNLOCKED drop those pants and stand for 60 seconds.Do this 3 times total during the course of the day.

call 888-411-1230 to talk to Mistress AlexaYour dinner will be placed on the floor next to the toilet.and you will eat it WITHOUT YOUR HANDS.If you need a drink, drink from the toilet.

call 888-411-1230 to talk to Mistress AlexaSuck a cock (real or otherwise) for 2 hours straight in your prettiest outfit.Don't forget to moan like a good little whore, and tell your Mistress how good it feels.

call 888-411-1230 to talk to Mistress AlexaMAID TRAINING MANUAL FOR SISSY MAIDS
sissy training, feminization, femdom, stories November 18, 2003


Mistress Alexa

You might remember I talked to you on the phone the other day and you asked me to email you and explain what I am looking for. All I can do is tell you the truth as best as I am able and see where it leads. I don't think it would be accurate to say I feel like a girl trapped in a man's body, but all my life I've wished that I were a girl. I think about being a woman almost 24/7. I tend to have a lot feminine personality characteristics and this isn't just my imagination or wishful thinking.

I've taken the MMPI a couple of times and the psychologists weren't sure what to do with me because I scored so high on the femininity scale. Long story short the psychologists that I've been to are worthless when it comes to gender identity issues. They don't seem to get it. I LOVE being feminine and want to be more feminine, even if it means reaching a point where a dress and live full time as a woman.....I'm so tired of struggling with this.

Want I want more than anything is a wom! an to take "control" of me teach me how to think, feel, behave, speak, walk, talk and even have sex like a woman. And, to punish me when I don't. I once read an interview online someone had, had with a Domm and she made the comment, "for some of my sissy slaves their masculinity becomes all buy erased." That, in a nutshell says it all.

When it was safe to do so, I use go cruising, looking for guys who wanted a blow job and more than once I have been told, "you do that better than a girl." That was more of a turn on than sucking him off. I went to a MaryKay beauty consultant once and she told me after the make over "you do that better than a girl" It made my day!!!

I hope I haven't' told you more than you wanted to hear and hope you do get back with me. Like I said on the phone money is something I just don't have a lot of. And, as you well realize girly things (clothes, skin care, makeup, panties and pantyhose, mags, ect) cost a lot in and of themselves. I can tell from you! r website and talking to you that this something you are very adept at . I pray we can work something out.
Bye, bye,

photoslave

sissy training, feminization, femdom, stories September 20, 2003


Dear xxxxx,

You have asked me what we have planned for you over the next year. Normally we would like these things to be a surprise. Some of them can be a little scary to the uninitiated, but as you have expressed such a strong desire to realize your dreams I think we can make an exception in your case. As you may or may not know, we possess techniques that are virtually unimaginable by the outside world. As someone once said, science taken to its highest level is indistinguishable from magic. We have reached that level and can do almost anything we want to both mind and body. In six months it will be impossible for anyone to tell that you were once a man. We will narrow your waistline and enlarge your hips. We will soften and feminize your face. And of course we will give you large, impossible to ignore breasts€just as we discussed at our last interview. Finally, and most importantly, we will replace your hated male genitalia with a vagina and clitoris.


But the physical changes are in many ways the easiest part of our work. It would be of little to benefit to you or our customers if you simply remained a man in a woman‚s body. I am not saying that you aren‚t transexual€all the tests we‚ve given you over the past weeks indicate that you are€but your mind has been damaged by years and years of having to behave like a man. Women benefit from the long apprenticeship of childhood, learning their femininity from their mothers and the other females in their lives. We must use faster and less gentle methods, and since we intend to profit from the completeness of your transformation, we must be sure to add to your femininity the submissive and dutiful qualities so admired in a maidservant. I can‚t begin to tell you how difficult this can be or how many candidates were lost until we perfected the process. No, I can assure you that within a year you will be totally locked within the servile and ultra-feminine persona we have created for you.


Your new name will be Christine. Let me tell you a little about her€a little about the „you‰ who is to be. Eventually Christine will be employed by one of our wealthy female clients. I can‚t tell you just exactly who she will be, but suffice it to say that in your eyes she will be the most beautiful woman you have ever known. You will dedicate every waking moment to ensuring that she is happy, healthy and content. You will have no sexual feeling for her, of course, or for any woman for that matter; this would only compromise your role as a servant. You will admire her, though. In your heart of hearts, you will wish that you could be her. Everything that she touches€her clothes, her undergarments, her makeup, her shoes, and her jewelry, even the furniture she sits upon€will be dearer to you than your own life. You will be nothing. She will be God, the Universe, all that is good and beautiful and worthy of being loved. Your existence would have no meaning if it were not for Her. If she is in the least displeased with your behavior it will be as if someone were twisting a knife inside your chest. You will have no peace of mind until she restores you to her good graces. Even the slightest frown or look of disappointment can drive you to tears of despair for not having perfectly served her.


You will work very, very hard Christine. Your days will be filled with cleaning, washing, vacuuming, cooking, ironing, sweeping, laying out clothes, picking up clothes, putting away clothes, dusting, emptying trash, doing dishes, mopping, brushing your mistress‚s hair, serving meals, serving coffee, making snacks, scouring toilets, making beds, day after day after day, seven days a week, three hundred and sixty five days a year. What little time you have for yourself will be spent looking at the pictures in women‚s magazines or fussing with your appearance. You will keep yourself lean and trim. Your undergarments and uniforms will always be immaculate. Your makeup will always be fresh and perfectly applied. And sometimes, Christine, when it is late at night and you are not too exhausted from your long day of service, you will pleasure yourself in a manner consistent with the abjectly feminine consciousness we have created for you. You will find yourself fantasizing exclusively about men: strong and powerful men who are as strong as you are weak, who are as hard and forceful as you are soft and submissive, men alone or men in groups who see you only as a sexual object, men who want to possess your body in every conceivable way again and again and again. As time passes you will naturally want to make your fantasies real. Perhaps your mistress will give you a night off now and then. Perhaps she will have given you some of her precious, castaway clothing. Perhaps you will put on a tight dress and high heels and spend an evening looking for male companionship at a local bar. All will be possible once you are a woman.


I know that you have lived a cultured life and are well educated. You have read many books and perhaps speak several languages. You are accustomed to thinking deeply about things, to making decisions based on reason and analysis and your great storehouse of knowledge. All of this will change. When we are done with you you will barely have the intellectual capacity of a six year old. Big words will be lost on you. Out of necessity your mistress will have to talk to you like a child. You will be smart enough to follow instructions and do your weekly chores, but no more than that. You will be able to read simple printed messages, but the morning newspaper will be as meaningless to you as if it were written in Egyptian hieroglyphics.

I know this is very hard for you to imagine, and it might be more than a little frightening as well, but I assure you that we do this for very good reasons. You will simply be much happier if you don‚t have to think very much. How many college graduates are content to be maids? Being a maid will be the most important and treasured thing in your life, next to your mistress‚s happiness, and we don‚t want to complicate it with unnecessary thinking. And you shouldn‚t be afraid. The process is gradual, somewhat in synchronization with the changes in your body.

As your breasts become bigger and bigger thanks to the massive injections of hormones, your mind will become smaller and smaller thanks to the other medication and treatments we will give you. Memories and experience will vanish like ghosts in the dark. In their place will appear simple concepts and feelings similar to those of a very young girl. Have you ever noticed how much little girls worship their mothers? How they want to look and act like them? How they follow them around the house trying to be helpful? How they want to look pretty and be loved? Those are the feelings that you will soon have, first towards one of our trainers and then towards the woman whom you will serve and adore for the rest of your life.


So there it is Christine. I would ask you if you still wanted to go through with it, but we both know that it is too late for second thoughts. You have been unhappy as a man, but now we are here for you to make things better. I look forward to seeing you next week. Please be sure to have your affairs in order, as you will never be returning to your present home or to your present life.

Your Friendly Neighborhood Sissy Maid Training Service

P.S. I‚m attaching a picture of one of the girls we trained last year. Just think€soon you will be just like her!

sissy training, feminization, femdom, stories September 18, 2003

Dear Mistress Alexa,

Last night was fantastic.

After we talked, I fell asleep and had a dream. In my dream I heard your voice. You said, "If you are going to be a sissy maid, it is not right for women to clean up after you."

Then it was the next day and the maid came to clean. I had already made the bed, and I asked her to show me the rest of the cleaning. She took me to the bathroom and sat on the toilet while directing me in my cleaning. Then she had me vacuum the floors.
"I think that you need more practice.", she said and picked up the phone.

She spoke to someone in a language that I didn't know. 10 minutes later another woman came to the room with a suitcase. She took me by the hand to the bedroom. She opened the suitcase and the first thing that came out was a corset. She put it on me, then tightened the laces till I could hardly breathe. Stockings with garters and 6 inch heels were put on me. A french maid outfit was next. Finally a wig with a little maids cap already in it. "Now come along."

I was taken to every room and made to clean it to their satisfaction.

"Tommorrow I want you to be dressed and waiting ay 8:00"

Needless to say I woke up horney. I thought about the dream as I made the bed. I called in sick to work. I had just finished my shower and was stanting in my pink bra and lycra pants getting ready to brush my teeth when I heard the door open. I quickly put on my robe and went to see her. The maid was there. Unfortunately her english is not good, so mt attempts to strike a conversation quickly stalled. I did manage to ask her if the bed was O.K. She helped me to correct it a little, then left. Good Morning!

Sincerely,

The Insurance Salesman


sissy training, feminization, femdom, stories September 15, 2003

I have been thinking.(What a shock) On my trip to the bookstore today, I had better tie my cock up first. Otherwise the temptation to get sucked off while I'm there might be too strong. Also, you mentioned the CB2000. Do you really want me to get one? I just have to figure out where to get it delivered if so. Did you want me to give you a quick call from the bookstore?

When you were talking to that other guy, he asked if you ever see people in person. You said rarely. I have been thinking about some things you said about people not beiang the same in person as on the phone. Not trying to put words in your mouth, but how would you feel about meeting some day.

A Short Fantasy

I enter the department store and go to the lingere department. A woman is working there who is in her 50's, attractive in a world weary sort of way. I approach and say, "I need help buying a bra." "What size do you need?", bored.

"I'm not sure. I've never bought one before. It needs to fit these." I blurt out, pulling a pair of falce breasts out of a bag.

The look of boredom is gone. Shocked? a little. Ammused? yes that too. "I see, who's it for?" a little smile starts at the corners of her mouth. I look at the floor. "Me. My mistress says that I need one."

"Well, let's measure you." she says getting out a tape measure. I am so relieved that she didn't scream or call the cops or something that I am not embarrassed to be standing there while she measures my chest. "OK, now hold your breasts up to your chest." I just look at her for a moment. "I can't get the size right without measuring." I slowly put the breasts up to my chest. She wraps the tape around my bust and writes something down on a piece of paper. I hear a snicker and turn my head to see someone ducking back down an aisle. The only thing larger than my embarressment is the erection in my pants.

Yours always,
Oggy, D.

sissy training, feminization, femdom, stories September 10, 2003

Mistress:

I know that you said nothing would happen if I stayed in my room, but I tried.

When the maid (fairly attractive and spoke english) came in I had my cock tied like yesterday. I was wearing my regular clothes, no lycra as it was still hanging on the shower rod drying. Had quite a mess there when the bannanna split open at the end. I talked to her a bit, appologised for the remaining hair around the sink.(I cleaned most of it up) Was just ready to ask her out to dinner when 2 other maids came in and I chickened out in front of the audience. I went down the hall with my ice bucket a little while later to see if I could catch her alone, but they were all working together.

My other opportunity would come at 3-4 pm. They do a room check to see which rooms are still occupied. When I am here, they just knock, open the door, say room check, and leave, but they may do more if no one is there.

So, about 2:30, the lycra was dry and I put it on. Then I padlocked handcuffs to the back of my collar. Put the key to the cuffs on a low shelf in the bedroom. Put on my leg cuffs, and nipple clamps and ran a chain between them short enough that I had to bend over pretty far. Even so the weight of that chain on my nipples was intense. Naturally when I walked they swayed a lot. I wouldn't be moving very fast like this. Strapped on my big leather gag and snapped my handcuffs on behind my head.

This room has a space 2 1/2 feet behind the door, so if she didn't let the door close, she wouldn't see me. That is if I could get there fast enough. I thought I heard someone knocking on a door down the hall.

Waited there on my knees an hour and a half. For some reason they skipped my room today! When I finally got those nipple clamps off, I was glad that I had saved the gag for last. WOW!

that's my day so far. Oh yeah, a few more paragraphs of the story.

Missing you, Oggy


sissy training, feminization, femdom, stories August 5 2003

Your depictions were delicious again.I did get carried off by your story.It really would be nice to have actually been in a hotel, or resort, while hearing about it.

For one thing, I wouldn't need to get all cleaned up and put everything away for a while, at least.Having fewer distractions might also help.

You told me to forward suggestions and such.I have a little something to mention.In the area of the fantasies where the subject's conditioning is beginning and he is being introduced to the taste of semen, I think it would add to my pleasure if you were to somehow suggest that I actually taste mine, as well.Although I have tasted it in thepast (and incidentally, a little bit while you were talking with metoday), I find it difficult to do this.

One problem, is that of course, to taste my semen, I must come.If I have a full orgasm, I find that I suddenly lose interest in the idea of having the stuff in my mouth.If I have a partial orgasm, however, I do maintain the interest but the achievement of the partial orgasm is a bit of a balancing act.There have been times I was able to keep control and experienced a few of these small releases which are easily scooped with a finger or two.In those cases, the final orgasm had been very intense and, along with having lost the desire to drink it, I would have trouble scooping it, it being somewhat scattered.

The subjects in these feminisation fantasies, of course, gain other sources but initially they have only their own.How they acquire their taste for the taste does vary widely and I've found it interesting. Here is a situation, not completely fictional:

A young couple, not yet sexually active, have been engaging in "heavy petting.While she drives his pick-up truck, the boy lays in the lap of his girlfriend and while he suckles at her breasts, she fondles and masturbates him.To lubricate her hand, she requests that he lick her palm, depositing saliva which works to reduce friction.She would do this repeatedly, which would be necessary as the saliva would dry, and at some point the boy would be getting a taste of his pre-come excretion as he licked her hand and fingers.She might even return her hand to his mouth "accidentally" after he has ejaculated all over it.At other times she might rub some of the juices on her breasts such that he would be getting the taste of a cock from a nipple he had been enjoying sucking on while being stimulated.If her manipulations became routine, he may not only get used to tasting his dick, it would possibly arouse him - it may have been habit forming!

Vickie made a little joke once about the term "dick licker" (I don't know if she ever used this in a story);the stuff he licked was "dick liquor" and he was getting drunk!

Northerner

sissy training, feminization, femdom, stories May2003

Dear Mistress Alexa

Dear Goddess Nicki, Kissing your boots!

Just want to thank you for the phone conversation we had....It really straightened me out on some things.....the mastubation denial is working......so far my "clitty" has been erect numerous times and I did exactly what you told me to do.....also I suck often on my big dildo and i recite the "I'm a little cocksucking girl" over and over with it in my mouth....i'm beginning to believe that i really am just that. The anal exercises went good too.

However, my "clitty" is constantly oozing precum and my panties are always moist and this makes me feel guilty of getting too much pleasure out of these exercises. Thank you again...I will call you again in a few days.

I still have very strong fantasies about being forced by my mistress to attend a truckstop and to suck off a trucker....I've never been with a man before.


Your sissy slave, Chrissy Rose


sissy training, feminization, femdom, stories 21 March 2003

Alexa,

I wanted to write you 2 fantasies to give you some background on me.

#1 - Meeting You

I come to your hotel.I knock on your room.You answer the door.Just smile at.Stop me as I try to enter your room.You look me up and down.With a sly smile you unzip me and take my cock out.I am nervous that someone will see me exposed in the hall.You reach in, cupping my balls, squeezing.With a laugh you grab me by the head of my cock and lead me inside where you undress me and assess my body.

Your first word to me "Down!", with a smile.I squat down. You lift your skirt and slightly hike up your hips opening your legs.."Suck!".I pull your panties aside and hungrily seek out your pussy lips with my mouth.Starving for you, I lick.Coursing my tongue the length of your lips, up and down, and then settling my attention on your clitoris.Lapping you.

You pet my head "mmmm, good girl, thats it". You near your first orgasm...I am very quick to respond exactly to your commands of "slower", "faster","suck it in", I want to please you.As the first wave hits you grasp the back of my head, pushing me into your pussy, you take my head and roll me up and down on your pussy.

Next you lay me back on the floor. Time to cross my first barrier. You strattle me.As I lap you, you pivot your hips, exposing your asshole to me, right over my mouth.I hesitate, not knowing what to do.I have never licked and asshole.You sense my doubt and move your hand to my cock, stroking me."Go ahead, sweetheart, lickmommys asshole", I am still tentive and try to comply by licking the skin between your pussy and asshole, which feels good to you. You encourage me.."thats it, thats a good girl"..I begin to succumb to your pussy, your voice and your hands gentle on my cock, as your further your rotation I lick the rim of your ass.."oh!!, so good!, see how you can do it?, thats a good girl!" I want to please you and so I continue to lick you, now all over you asshole, you encourage me more by placing your hands on your asscheeks, spreading yourself and opening yourself to me.I continue to caress your inner asshole with my tongue...you moan in pleasure..."so good"...."Now baby, I want you to put your tongue inside, go ahead girl, dip your tongue down deep inside my asshole"..I comply, my tongue probes the depths of you asshole.."mmmm, that is so nice,see how you can please me?"

As a reward you reposition and straddle my cock, riding me. You have been well stimulated with my tongue massage on your clitoris and asshole that it is not long before you achieve your second orgasm, pushing yourself fully down on my cock as I explode inside of you.You smile at me, gently brushing aside my hair from my face.Such a good girl.

After a brief rest on my cock you rise and take me by the hand. I dont know where we are going.You take me to the bathroom. As you sit on the toilet, you again take my head and move me close to your pussy, smiling at me, looking into my eyes.As you pee, you want my face close to your pussy.As your golden stream flows you pet my hair."isnt that beautiful?"I am a bit nervous, I dont know what you are going to have me do.But after you finish urinating, I feel relieved.

But then you keep your grasp on my head and edge forward on the toilet."Go ahead sweetheart, clean your mama."With a look of anxiety in my eyes, you reassure me with a smile and move my face closer to your pussy.I see the tiny golden droplets on your beautify pussy lips and comply with your wishes.I so want to please you. I lick your lips, up and down being ever so careful to clean you nice.I want to go back to your clitoris, but as my tongue starts to caress your pearl you smile and push me back. You just sit, looking into my eyes, smiling. After a minute, you say softly "Baby?"I look at you. "your not done yet."I am not sure what you mean when you point my head back to your pussy.There is no golden droplets to be found. But near the bottom where your pussy opens, there is the smallest hint of white sticky cum...my cum. I look at you, almost horrified.You cant mean?Not that? After a few seconds you smile and say "I know this may be tough for you, but it will make me so happy"..."Here," you say, "let me make this a little easier for you"

I am a bit relieved thinking you may let me off the hook.You lay me back again.Then, unexpectedly, you mount my face. I am horrified. Our eyes meet.Mine in a panic.Yours, so calm, reassured, smiling. "there, there"...."its ok, just relax...just taste me, little girl".I feel the cum, a small string going into my mouth..then you bear down and a huge dollop of cum, my cum drops into my mouth.I struggle trying to move my mouth from side to side, but you hold me fast.

"come on girl, stay with me", holding me by the sides of my head, my muffled cries bearly audible being smothered by your pussy in my mouth.As I start to relax and accept my fate, you caress my hair, smiling.

"such a good girl, thats a good little girl"

"I want you to think about your cum, all nice and warm from being in the inner most part of my pussy, mixing with my juice..doesnt that make it better?Now drink, my little girl, drink like the beautiful little slut that you are"

And I do, I, once again succumb to your voice, your pussy. and I drink. And continue to lap you and you allow me to give you another orgams, this time literally riding my face, brushing your pussy up and down my face, soaking me in your juice, and grind down hard as you cum. You lift me and towel my face.

"You are such a good girl""are you ready for your orgasm?"You take me by the hand and lead me to the bed room.You have positioned the chair directly infront of the mirror, on the seat of the chair you have a towel and have placed a smooth, not too big nor wide, dildo.

Time for me to cross my next barrier. "Now" you begin, "here's how its going to work.I want you looking straight into the mirror, I want you watching yourself hump that dildo, like the little whore you are.I know that you have a virgin asshole and it will be hard, but I am going to make it easier for you.My soft hands will be wrapped around your cock.BUT, you only get stroked if you hump the dildo.When you go down on your dildo cock, you will feel my hands going up your sweet cock.When you come up off that dildo cock, you will feel my hands stroking you down on your cock.You see, my hands, although they will be wrapped lovingly around your cock WILL NOT MOVE, you will only feel the stroking if you fuck my hands, as you ride the dildo cock.You position yourself beside me so I can fully visualize myself in the mirror, for my first ride, you moisten your palms and tighten your grip as you position me over the lubricated dildo cock.

"Now, my sweet little slut.....ride!"

It is hard for me, I really dont want anything to violate me, but the sensation of your hands is to much and I start my rhythm.Shallow dips at first, craving the feel of your hands, I so want to fuck you hands."oohh, i start to cry...please, stroke me,,it feels so good" I say.

"Good girl, thats the way, ride the cock!""Look!, look, sweet little girl, look how good you can ride a cock" pointing my face toward the mirror.

"lets see if we can take it a little deeper" you urge me on.I follow your command and start taking slow deep thrust loving your hands, and being deeply probed by your dildo cock...I begin to enter my orgasm..."oooh"...I cry..

"come on.....come on, litte girl...come for me.Ride it, ride that cock!" "OOOOhhhh!!" i cry.

"thats it, good girl, cum for me, cum for your mama!!"

"AAAHHH", i fall back on to the bed orgasming...for you...you lovingingly stay right with me, taking one hand to finish me off, stroking my firmly the full length of my cock, and with the other hand fucking my asshole with the dildo.

I am laying back on the bed, legs spread, like a good little slut whore, creaming all over myself, while being fuck by your dildo cock.


#2 - Learning to be a real girl.

You have pre-arranged with your boyfriend a new and different sexual session.You have promised him great and different sex, but he MUST be completely blindfolded and have earplugs in the entire session, this is your only requirement, he agrees.

Unknowingly to him, you have also invited me.

As I enter the room he is laying naked on the bed, blindfolded and deaf to the world.You warm me up, by having me ready you for your boyfriend. You place me between your legs, and have me lick and suck your clitoris to a thundering orgasm and you are completely wet and ready for your boyfriends cock.

"Good girl, now...lets begin with you on how to treat a cock".You bring me to your boy friend and tell me to grasp his cock in my hand. You show me his cock, commenting on the specifics of his cock, your favorite things to note, sensitive areas.As I am holding his cock, you start to lick it.You dont let me lick or suck it, you want me to want it, but not to have it.He becomes hard and you teach me how to masterbate a cock.First walking me through the motions, then letting me handle the cock solo."thats a good girl, jack that cock"

You give me a smile. "you are my perfect slut.see how easily you learn, I bet you could jack that cock to cream right now....but I still need a good fucking."Surprisingly, I am a bit disappointed you do not have me put my mouth on his cock, and that disturbs me. You have me hold his cock upright as you mount him.You instruct me to keep my face very close to your pussy.You want me to be right there, smelling everything, feeling everything, hearing everything. You want me to be apart of your sexual intercourse.

You start to ride him.Mmmmmm.It feels good to you.You love his cock, it fills you up.You love having a little protege, face in your pussy, eager to learn, to please you in every way. You stop your tempo and grab the back of my hair.He is still inside of you, but you bring my face to your pussy, telling me to suck on your clitoris.As I do, his pulsating cock is inches from my mouth.You relish the sensation of him inside you and me stimulating your clitoris. Oohh it feels so good, you slowly start your rhythm again keeping my mouth on your clitoris. Mmmmm. After a few minutes you stop, get off him and have me hold his glistening cock.

"You are so very familiar with my pussy juice, I believe the best way for you to accomadate to sucking cock is to lick my pussy from his cock." You grab my hair, pulling my face to his cock. "Clean it!"

I am hesitant, but you are strong in your desire and i want to please you.I begin by lick..near the base.

Thankfully, its your taste, your pussy......I lick somemore. "good girl....lick that cock!"

You love to watch me, transforming me into your slut, your whore, your perfect object of pleasure. "now the head" you instruct. This is hard for me. "Come on sweetheart, suck it for your mommy....suck that cock" you urge me on, pulling to his head.

I open my mouth and take him in.

"oohh, thats my girl....such a good girl, now suck him, suck him good" You are petting my head, running my fingers through my hair as I suck, always encouraging me on.

You feel your boyfriend getting close and you stop me. The whole time your boyfriend is oblivious to me, he thinks it is you that is giving him his pleasure.

You lay back and he mounts you and fucks you hard until he cums. Then he turns aside and falls asleep.

You have yet to have your orgasm and bid me to your pussy. "I am all yours now, finish me."

I devour your pussy, hungry for you.

As I am sucking on your clitoris, gently pulling its head, then sucking it in and out of my lips you begin your orgasm. As you peak, you flip me over, mounting me."AAAHHH" you cry as you grind your pussy hard into my mouth.

It start to slip out, your boyfriend cum begins to drop into my mouth, I can tell by the texture and taste.This is what you want, it really excites you.

"Swallow him, drink the cum you whore.I cannot escape.I am beneath you, wanting to be with you throughout your entire orgasm, wanting your orgasm to be of the highest intensity and duration.I know me taking your boyfriends cum will enhance your orgasm and I swallow as you pussy becomes almost part of my face. You turn aside as you are recovering from your orgasm, proud of me.Taking a towel and cleaning my face, telling me how good i am, smiling at me.

"Now, my sweet, it is time to drink from the source" You bring me to your boyfriend and with great detail instruct me on the art of cock sucking.The whole time your face is right next to mine, smiling, watching me, encouraging me, petting me on my head. When your boyfriend nears his orgasm, you hold my head, knowing I may recoil and try to avoid the squirt, you hold me in place. "here it come....be a good girl...take it all"He starts to spurt..."ok, its ok...thats a girl...just take him deep, very deep...thats it...just let it ooze down the back of your throat..."

After I finish, you smile, kiss me on the lips, so proud of me...your little slut whore.

"Ready for your orgasm, my little one?"

You have me lay back, flipping my legs over my head.My cock is dangling just in front of my face.You have had me stretching..soon I will be able to take it in my mouth...for now..you masterbate me within inches of my face.

"good girl...now I want you to take it all...suck that cum down, for your mama"

As I near my orgasm, you order "open up"..I open my mouth... here i am so humiliated, laying upside down, being stroked into my own mouth, taking my own cum...i so belong to you. You have warned if I close my mouth you will stop your stroking and I may miss my orgasm, so I open wide.

When I am at the verge of my orgasm, you slow your stroke, deftly position the tip of my cock over my mouth and jack me directly into my mouth.

"aahhHH" as I cum the warm cream runs down my throat...you jack me fully, from the base to the tip making sure you extract every drop of cum from my cock into my mouth. "such a good little girl"


sissy training, feminization, femdom, stories 20 March 2003

Mistress,

Hello dear -

You had asked me a while back to tell, or write, what I'm feelingor what Ido with a new client.So I'll try.

As you know, my shop is very fem, and there's a premium placed on pampering. So I try to make her feel as comfortable a possible. The receptionist will greet her and have her change into one of our smocks, and while she is changing, she will come over and tell me that so-and-so is here. So I'll be waiting for her when she comes out.

I'll introduce myself and shake her hand, and guide her by the shoulder over to my chair. I will probably be a little more "outgoing" (sissyish!!) than i normally am, so she doesn't feel threatened by the male persona in anyway. After all, this is a haven for women, a female bastion, so I try to be as disarming as possible.

After she is seated, I will place my hands on her shoulders and look into the mirror at her, and I might say, "So, how do i come to know you'' or "what did you have in mind for today" As she's answering, I will pull her hair our of a scrunchie pr take out her barrette, and then run my fingers through her hair, semi-styling it with my hands, feeling the texture, or looking at the color.

I'll usually compliment her on one of her better features, whether it's her eye color, her hair color, whatever. This does wonders for giving her a sense of self-confidence thatI will enhance her assets, and that a man might find something about her attractive. Even if it's me!

Once we've discussed what we're going to do, I will give her a little stress-relieving treatment, in which I rub her scalp and temples and finish with her shoulders..Now she is totally relaxed and ready to submit! lol

I'll walkher over to the shampoo sink and gently guide her head into the bowl.. As she's laying there with her eyes closed and her legs crossed,I will take a second to admire her pantyhose,her shoes, and the hint of a pretty lace bra under her smock.. "hmmm, this is my favorite part" is usually the first thing i hear....

Your sissy hairdresser

Mr. Sean



sissy training, feminization, femdom, stories 31 Oct 2002

Mistress Alexa

Good afternoon Mistress Alexa, thank You for allowing me to write to You and i thank You very much for beginning my chastity training yesterday,

Yes Mistress your new little slut has been performing "her" exercises today. Once this morning, as i slept finally after rubbing myself and filling myself with the nice shiny dildo, exactly as You directed, and i was still hard when i woke up!!...ugh!! Your balls feel like they are going to pop! i performed my first exercise in bed this morning raising my leggs up high and stroking hard and fast it did not take long before i had to stop before i was going to have an accident, there was a wet spot on my bed, not like i came but just like oozing from the night before....

today i wore red tights under my black jeans and a white tee shirt with a dark long sleeve shirt as i dressed i remembered of a fantasy of a long time ago and Your roleplay started me thinking about the past...and a short term situation i was in back in highschool....

I was 17 and ended up staying home from school alot after football season, i had chronic broncitous or so my doctor said, it was enough to get me two and three days off at a time, during this time my mom and dad both worked and would leave around 7:30 in the morning, so i had the day to myself, i was very naughty and used to rent alot of XXX movies, they did not card me at the store and i would always go during the day, so they never questioned, but my fun came to an end one day when i was watching a very hot Ginger lynn movie when there was a knock at my door, i jumped to shut off the tape, then tried to compose myself before answering the door, imagine the sight, a blond blue eyeed athletic boy, trying to hide his obvious hard-on, when i opened the door to a middle aged woman in a business suit, she asked me if my mom was home, or the man of the house, i said no to both, she inquired if i ever shopped for perfumes and bath oils for my mom, i said sometimes and she asked if ! she could show me her products, i tried to brush her off but she was v ery persistent and eventually i gave in, she smelled amazing, i took a seat on the couch as she setup her case of oils, then proceeded to lay out several very large hair brushes, and this thing that looked like a cutting board, then i almost jumped out of my skin as she bend down and picked up one of my xxx tapes,

She said that she didn't think i would be much interested in bath oils...but She had other plans for me....i tried to get the tape back but she quickly kneed me in the groin causing me to sink to my knees....i tried to cover up but she kicked me again and then grabbed my wrists and tying them up really tight, i started to beg her to stop, she got tired of my whining and gaged me with her panties and duct tape, then she began to explain to me the situation, how that she needed a houseboy, though i was very green she would take the time to train me, she then told me that she had stalked me for awhile and that she liked how i was free often during the day, though my days of masturbating just ended, she told me very firmly, then she pulled me by the ear to my room and went right to my dresser, dumping all of my underwear on the floor,

then i watched in horror as she put two pairs of small white briefs followed by 7 pairs of panties....taking my underwear to the paper shredder, she shredded all of them... then she began to tell me of my future, how my life is hers...then she put it on me a funny looking belt that locked my cock up in a metal cage, and held a small plug into my ass and locked it in place..then she smiled and said crawl behind me.....

I was just going to leave you in your room but I think you need to know of your future now....i saw two men naked on their knees in my living room she instructed me to knee behind her as she proceeded to thrash these two men with a birch rod then rubbed herself on me till she came all over me, she then sat on my face holding me down as i could feel licking of the juices off of me as she directed!them, then she ordered them to leave and proceed to kiss me and give me my first hicky on my left thigh real close to my balls...

i did not hear from her for a week when my mom said i had a call, she lauged into the phone, still locked up.....get Your ass to the end of the road now....its time for Your next lesson..... to be continued.

i hope You enjoy my tale as my as You will enjoy using my tail :),

in chastity,
your Neighbor...



sissy training, feminization, femdom, stories 22 Oct 2002

Mistress Alexa

yes, I am ready to be a maid.

I have been a very, very naughty boy.Since the age of 8 when my mother first dressed me up as a girl, I have dreamed of being a girl and have constantly worn girls underwear, starting with my sister's.

When I went through puberty, my first wank was wearing bras and knickers and I gladding licked up every drop of cum which sprayed from my worthless dick. Even dating, I would wear my girlfriends knickers and bras when they were not around and put on their dresses.

Even now I am married, each time my wife is out of the house, I dress up and wank furiously. When she is away, I unwrap her wedding dress and wear it.

I was at a friend's house getting changed to get into their pool and stole a pair of panties and bra for my own pleasure.I would regularly snowdrop these items from clotheslines and had quite a collection of "uniforms"

Whenever I dress up I feel special and lose myself in a sea of dreams.

My first anal masturbation occured when I was 18.I attached the end of my fishing rod to my bed, lubricated the other and whammo! My eyes rolled back. I was amazed at the velocity of the sprog when I wanked - sperm went everywhere.

I soon bought a vibrator from a sex shop and night after night I slipped it into my arse and vibrated away.One night I passed out and woke the next morning with blood all over the sheets I was that excited.

I yearn to be dominated. I have asked my wife and she thinks I am crazy. What do you think?

"Wendy"



sissy training, feminization, femdom, stories 2 Oct 2002

Mistress Alexa




Hello and Good Morning My Mistress,

Thank you for taking the time to read this. I am hoping that you can guild me through this fantasy and get me beyond where I've been. To keep this short, I will not worry about grammar, if you will allow me. Of course, you are my mistress, so how and where you take me is your control.

Dominated passionately yet strictly. I like to be made vulnerable and exposed. Very into smells and tastes, I would like this to be "Real Time", where I actually perform for you.

Told to lie face down, raise my ass in the air and rub my hole through my briefs. I have worn them all day and not wiped well last morning, I am told to expose my ass to you, remove and smell my briefs, suck on them for you. I spread my cheeks, and told to rub my hole. Again smell, then lick, then insert. Feeling around I must describe what I feel. Smell lick, taste, and insert deeper, loosening me up for the dildo. Made to suck to moisten then insert slowly. Remove same routine. Sit down on, deeply, ride, told to push it out so its dirty.

If I do what I'm told well, I maybe rewarded by allowing to drink my golden nectar from a glass as I push down hard while its in me.

Depending on how far you get me to submit and serve, I can get very dirty for you I'm sure, which is where I'd like to goSI think. I enjoy a little pain, cock slapping, and total worship of my ass for you.

I thank you again my mistress.

Please make me beg to taste it for you.

D.


sissy training, feminization, femdom, stories 27 Aug 2002

Mistress Alexa

Wow... i checked for email, hoping to find something while trying not to expect anything, trying not to feel let down or disappointed if nothing is there.probably too much thought going into it.Yet, when i found your email, i wasn't prepared at all.i found myself flush, weak with a subtle tingling throughout, and feeling quite submissive and eager to read your message.

i find myself communicating personal, even secretive, hidden, intimate information that i have not always admitted to myself with an enticenly beautiful woman whose mere voice weakens my entire being, whose sight excites my sexually.Even a faint recognition of my reaction to you and the nature of our interaction seems to seal me within a cocoon of a submissive, in trance-like state.

Part of me has left only to be replaced by some other 'self' which craves and needs this feeling.The more i feel this , the more i long to 'let go' of the primary self to give way to this other, submissive self.It just doens't really go away.Somehow, i want to embrace it.i want it; i simply want it.

Is there such a thing as a submissive hormone?There definately is something going on within me.Neuro-Psycho-Chemical.Alexa asked if I was always like this.She mentioned that i sounded like i was to be subjected to fate or death. She was right; i am different, somehow lost in this other part of myself.Though i've 'known' that i felt this, felt differnt, i wasn't realy aware of it.i'm feeling this way now and realize it, but i don't know what to do with it or how to snap out of it - or even if i want to.

Some one stopped by, knocked on my door and asked about work stuff.i had to really concentrate and even still wasn't my usual professional self.

Still weak. i have to admit, i just put on the slip and it feels so sexy.It does 'flow' over me softly caressing my skin, leaving my nipples a little tingly - though i'm a little tingly all over anyway.i didn't get a short plunger yet, maybe on the way home.

i really want to talk to you right now.please don't misunderstand me. i'm not looking for or wanting sexual release.I really don't want it right now.i'm not even hard, well, ok, semi-hard.i don't know how to describe it.i feel weak, too weak to endure standing.i feel as if i need to lie in a soft bed of submission within your room of dominance.

since, i can not predict when i should call and feel almost imposing to call at my convenience or peak desire, i am giving myself to you from a distance.my beeper is xxx-xxx-xxxx.If you'd like me to call you, just leave the number with a "*". For some reason i want you to have this, even if you don't use it.

goodnight. i need to try to rap some things up and should get ready to go home. Thank your for the quick email.

-- Cocoon





sissy training, feminization, femdom, stories 09 August 2002

Hello,

This email is for Mistress Alexa - with whom i have spoken several times. She asked me to write her an email outlining the things that make my sissie heart flutter.

i can tell you that from our conversations, there have been many such "things".To begin, i'm a submissive who is very serious about that, however, - as deeply as i can be immersed, i need intelligent, realistic exploaration, not the coarse inimaginative banter some woiuld-be-Dommes espouse.

For example..i am very fond of dressing, feminization, sissification, and humilation - alll rolled into a deliciously wrapped mind-fucking package. If it were possible, i would love to experience "Forced-Feminization" - except it can be seen as difficult to force someone to do what they already want so much.Still, the fantasy can be vivid, if approached well.

i especially enjoy the objectification...as it relates to feminization , and humiliation (which can take many forms, and degrees).i actually do have rather nice legs, as a number of woman have remarked. (i was prevsiouly in a relationship with a Dominant Woman, so there was ample opportunity for many people to se my legs - and to a trusted few, she allowed more in-depth "study").At any rate, she employed a positive /negative sort of scheme... that began with her telling me how lovely my legs looked, and how absolutely stunning i looked en femme.She would continue this sort of ego-stroking, and then slip in a comment about how nice i would look on stage, or atop a table. Then, she would tell the others how beautiful my legs were, or how nice my calves looked in the heels she selected...before saying something like.."What couple wouldn't wantsuch a pretty bitch like this for a weekend, or a week, or several... knowing how well i've trained her?"

OR, "She's really very gifted, and loves to be rewarded for her efforts by the surprise if a creamy face-painting, as she kneels between the thighs of the Master, licking him gently, until he decides she's deserving.Perhaps, even several males may participate..."...

in short, i have some real - and deep experience; some cannot be repeated without the presence of a relationship that provides the elements of safety and security;but they remain vivid, andwhen i think of them, i literally feel my smooth legs trembling at the knees, causing me to adopt the prudent measure of sitting down....

This is not meant to be manipulative;rather, i was responding to a request from Mistress Alexa to write her about the things that are meaningful to me..

i do hope they are well received...

admiringly,

sissie


sissy training, feminization, femdom, stories 07 August 2002

hey water-bra girl,


how are you, hope all is well.

having a terrible time getting this thing to fit,i want to be ready when you strap it on and strap me > in.

firstly, there is a ring that goes behind the scrotum to which the device fastens. there are five different sizes provided. when i tried the large one it fell to the floor. how embarrassing. and i thought i had idaho potatoes and a cucumber. guess i really have a pair of marbles and a baby carrot! oh well, its "quality not quantity" that counts. thank goodness the small one stayed in place.

once the ring is in place i,m supposed to slide my baby carrot into the tube and secure the tube to the ring with three pins. the problem is, every time i try to insert the carrot,it swells up and refuses to go in.

Alexa, this is really frustrating. do you have any suggestions?

by the way, i'm behaving. lots of practicing but waiting for you to let me cum. can,t wait to speak with you again.

girdleboy [really like the name]

Mistress Alexa,



sissy training, feminization, femdom, stories 30 July 2002

Mistress Alexa,

Our trip to the wedding was absolutely fantastic.Without you, six hours driving each way by myself would have been terrible. I was apprehensive at first when you gave me my instructions for the trip; dildo in place, then a diaper, followed by a full length girdle.

Our shopping trip made me very nervous, I've never been shopping for lingerie before, much less for myself. I think it was all the stares I received while reading labels for sizes and styles that made me so uncomfortable. After all, six hours driving non stop, one needs to be both comfortable and sexy. We finally settled on a creme colored full length, mid thigh with shoulder straps. Size 38C. For good measure you had me pick up a nice pair of lace bikini panties to wear while sleeping.

I was really proud of myself as I walked out of the store. Although I didn't feel sexually aroused while I was shopping, I did notice a huge wetspot on my pants. The bag hid everything nicely.

After work, I rushed home to try on mypurchase. I thought I looked great: tight butt and small rounded breasts. Perfect. Honestly, I was glad the breasts were small, hoping noone would notice.

Friday couldn't have come soon enough. I was excited. With dildo in place and a puddle of keri lotion in the bottom of the diaper, I slid on the diaper. The girdle fit perfectly over the diaper. The dildo wasn't going anywhere except up. With jeans and a polo shirt, I was sure noone would notice.

Everything felt great. After about an hour, I looked down at my chest and saw the seat belt crossing between my breasts. I can't believe I thought they would be invisible. They were gorgeous. I kept feeling and touching them. I couldn't stop.


sissy training, feminization, femdom, stories 6 July 2002

Hello Mistress Alexa, I just wanted to thank you for my session today. It was everything I could ever dream of and more. With a few words, you had and have total control of my body. Your words made me feel weak, but at the same time somewhat impowered by hearing your words and rules, and knowing what my purpose is. With every word, my cock grew and grew, only to ulitmately have you take a hold of its very being, my very being, for your use and your use only. Allowing me to slip into a pair of panties at the end was mere icing on the cake, but very fitting. I still sit here, my cock straining against my panties, ever hard for the kind, firm words of my mistress.

the artist

sissy training, feminization, femdom, stories 1 July 2002
Dear Mistress Alexa,
I recently found a pair of my x girlfriends panties. Talking with you about her and the way she treated me brought back so many memories. After finding her panties, I smelled them.... they smelt just like she would, as if my head was firmly between her thighs right then and there. The particular item I was holding was a white thong that she would wear on "special occasions". Normally, if she was going to let me actually enter her, which was a very rare occasion. As I felt of the panties, I grew extremely excited. I dont know if I have ever seen my cock this big, well, with the exception of when I hear your voice. It was every bit of 8 inches. Purple. Inflated. Begging for attention. Something told me that I should try the panties on... and so I did. The material held back my member, straining to free itself from its white satin prison. I walked to the mirror, and looking at myself, I felt a sense of humiliation. I turned around to look at the thong as it went up my behind..... I must say, I have a very very girly ass.Smooth, hairless, with the right curves in the right places.... from behind, while wearing those panties, you would think that I was ready to bend over for a cock right there. I felt like such a sissy, less than a man, but at the same time I was extremely turned on. I have not wore them sense, waiting for my chance at a session with you. Just thinking about it makes me realize how much of a sissy boy I am. I just thought I would share all these new feelings with you,

the artist

sissy training, feminization, femdom, stories 17 June 2002
Dear Mistress Alexa:

I just wanted to thank you for all of the attention that you gave me last night, for calling me, and for making me so confortable once I got over my initial nervousness.
I felt so comfortable telling you my desires and experiences. I feel like I could tell you anything about me and it would be okay. No matter what it was. My darkest, deepest desires and wants.

Your voice puts me at ease, it sooths me, it settles something deep down inside of me.

Just the mere thought of our conversation sends chills up and down my spine, the thought of you asking me if I was turned on or hard gives me instant goosebumps.

I awoke this morning still in an excited state from last night. Thank you for allowing me to give you a kiss goodnight, the opprotunity to do so was more than I could ever ask for.

I can not wait to talk more, discuss my desires with you, dive into my fantasies, and fully serve you to the best of my abilites. The most promenant thing on my mind is making you happy and proud of me as a houseboy/servant to you. With each syllable I become more intrapped with your ideal, your thoughts of how boys like myself should be. I eagerly await our next section Mistress Alexa.I long to hear your voice, I long to serve you and only you. Thank you for your time and attention Mistress Alexa,



sissy training, feminization, femdom, stories 15 June 2002

Dear Mistress Alexa;
I am writing to you again in hopes of being inbetween you legs. I know you focus on phone, and you do an awesome job, but let me know if there is any chance of learning the finer arts of P.W. (pussy worship) real time. I will be in Clearwater this weekend and you dont know how much I would love to be at your feet.I would cherish the opportunity to clean you.I would so love to kneel before you, and present in real life, how I did over the phone, by cock on the palm of my open hand acknowledging the true ownership. I have never licked any ass, but would love to try for you if you desired. Whatever the cost, to be between your legs, worshipping at your clitoris, paying homage to your supreme pussy would be my dream come true. Adding to the excitement is the fact that my wife is just a few doors down at the hotel.And my next kiss with her would have traces of you on my lips so we both could enjoy and pay tribute to your pussy (although unknown to her).I could even bring a pair of her panties and perhaps moisten them lightly with your sweetness, so that after I see you, I could enjoy you again mixed with my wife. I hunger for you.If you dont want me to orally worship you, would it be possible to masterbate in front of you as you talk me through an orgasm. Your voice, your calmness, the intricate control you have over me.I would love for you to masterbate me into my mouth or do whatever pleases you. A chance to worship at the pussy of one as great as you would be an awesome thing for me. I will comply with your wishes. Your Neighbour

sissy training, feminization, femdom, stories 10 June 2002
Dear Mistress Alexa:
i have been a really naughty boy lately and was interested when you would be available to baby-sit a bad little 'girl' hottie that is in need of aloving it's for your own good type sitter for at least an hour how does say 90 min. to teach her what it's like to be a tourtred young slut. i enjoy almost all aspects of this type of play and very interactive while with my sitter. i have many toys for you to use to give me all the strict discipline that a very naughty 'girl' like myself needs. i am into, golden showers/drinking, cum milking/eating, spankings, dildo/anal training, crossdressing,nipple tourte(mine are pierced w/ rings) CBT, domestic punishments, enemas, and any other severe punishment that my sitter feels necessary. A quick list of toys for your use would be cloths pins, butt plugs, popcicles, nipple clamps & suction cups, leather shoe laces, yardstick, 'big red bag', dildos (s-m-l),viberating anal beads, belt, hairbrush etc. i will be calling from home so you have all those things also at your disposal. I have attached a pic this is what i'll be wearing this evening when i call. i just went and bought something very flirty and sexie plus a new dildo of some sort that we can use.
Your servant, [name expurgated by ed.]

P.S.S love the site! love your pix (i imagine my hair like Yours)! love Your Pussy!


sissy training, feminization, femdom, stories 25 March 2002
Dear Mistress Alexa;

It is the morning after and i wish to thank you for the time you took with me last night.

It gave me a very good feeling to know that you are training me to be your slut. i assure you that i will do my very best to live up to your expectations and learn to perform as per your wishes.

i get very excited with the thought of dressing to your instructions and to perform the work of being your slut whore sucking and fucking do you bidding. i hope you continue to work on improving my skills and look forward to being put to the test that i can perform for you when the time comes. i plan on getting the chasitie device you informed me of ASAP so the next time you have me before you you i will be prepared for your requests.

PS i have enclosed a photo of me recently for your enjoyment. There are someother issues that we have to talk about concerning my wife. She likes the idea of me wearing a device like this. Also please do not E-mail me back do to a person other than my wife who has access to this computer

Your willing slutJoanna

sissy training, feminization, femdom, stories 23 March 2002
Good Morning My Lady

Thank You so much for the session and the enjoyable phone conservation.I was up early this morning both me and my cock. After the first morning exercise masturbation, I had a hard time not coming for I really wanted to. Lots of pre-cum. I did not cum though.

My private play can be as simple as just a small butt plug, and pantyhose with shoes to full on bondage and the sluttish outfit I can come up with. I have make ankles cuffs that will lock my ankles to gather and the step size will depend on the length of chain lock on between them. I usually use a 3 link chain which allows for about a 6" step. I have at times just used a big padlock witch keeps my step at about 1". I have 3 pairs of shoe. 4.5" heels, black sandal with ankle straps, open toe. These are my most comfortable pair.A, pair of 5" heel, black pumps, and 6" heel pumps black,with ankle straps.These last two will make my feet talk to me very loudly after an hour or two.

One of the more humiliation plays I have done is to fantasies that my Mistress will lock me in shoes and ankles together, grader belt, black seemed stockings, I have a string of purple butt perils that are shove up my ass with just one ball left hanging out, and a bright flag will be tight to that.

I have a leather parachute that you can hang weights to my balls that snaps around them. I will hang some things from them that will pull on my balls all the time and bang together as I move and make noise so my Mistress will know where I am at all times. My hand will be handcuff together and locked to a chain to my lock on slave collar.

The chain is long enough that I can work and get things done but its very hard and slow. They will be short enough that I can't remove the snap on the parachute around my balls.My Mistress will spank and laugh and entertain herself by asking me to get things for her well I doing my other duties and I will be punish for being to slow.

Being gag and with a pair of old back pantyhose pull over my head for a hood, that I can see though but not well, adds to my poor preferment's. I have done lots of private plays and do not wish to keep you with a too long a letter. Thank again for talking to me last night I really did enjoy opening up to you. I will get over my shyness. Maybe someday you will wish for the old shy me back. Let me know if you wish any thing of me.

Your Shy Sissy

sissy training, feminization, femdom, stories 19 March 2002
Yes, I still have the vibrator in my ass and yes it is turn on as well as myself. I want to cum very badly but I will try to be good. I have a lot of question for you but, the point I would like to make now is that you have very good insight into my wants and needs and it hard for me to believe that I have found someone that understand this side of me so well. Thank again talking with me tonight.

Your Shy Sissy


sissy training, feminization, femdom, stories 15 March 2002

I am, of course, an unreformed total masochist. I wear the chastity tube whenever I am away from Mistress and at home except when she desires the use of her cock and balls. There is a great joy when released to pleasure her - as long as that lasts. But there is also a great joy in being locked up again. There is a feeling of safety and security in knowing that Mistress' property is protected. We do not use chastity for behavior modification. Even before the chastity device I did not have any difficulty controlling masturbation which was strictly forbidden to me. I enjoyed preserving the cock and balls for Mistress' exclusive use.

Above all chastity, and all the sensations connected with it - emotional, tactile and otherwise - is for me about my Mistress' control of me. She owns this cock and these balls and when I am in chastity, her property is securely locked up and preserved for her exclusive use. Of course, when I am not in chastity, it is still for her exclusive use - just not locked up securely! I contemplate my Mistress and her total control of me every time I sit down to pee because of it, or feel a chafe, or feel the pressure of her cock pushing against the end of the tube in an erection, or feel the balls under pressure from the tube, or feel an itch that can't be scratched, or feel a tingling in the balls, or feel a pinch of the balls...

There are pleasurable tactile sensations and there are irritating tactile sensations and there are occasionally painful sensations. The most painful occurs during the night when I typically get a large erection whereby the cock presses against the end of the tube which causes the whole assembly to attempt to move forward. This forward movement is arrested by the balls and the resulting irresistible pressure is quite painful. It typically results in a reduction of the erection within a few minutes - but in the meantime I am treated to a delightfully painful reminder of my Mistress total control of me.

We are very happy with the chastity tube for it does not appear likely that it will break. The key is proper sizing. The tube itself comes in a regular and large size. The retaining ring that goes behind the balls is the real key to successful security. It must be tight enough around the back of the balls and cock to prevent slippage but it must not be so tight as to restrict blood flow. Our first measurement turned out to be too large but the vendor exchanged it for us with a smaller one (you get two). As I sit here at my desk in the office, I can feel her cock slide up and down in the tube with the tip pressing hard against end of the tube, the balls starting to hurt from the pressure of the assembly attempting to be pushed off by the erect cock.... I am hard as a rock...but of course I am only allowed to come for my Mistress, and even then, only once a month so I must sit here and wait for the day my Mistress will unlock my cock...

UTM (Unreformed Total Masochist)

sissy training, feminization, femdom, stories 27 Feb 2002

Dear Mistress -

Thanks so much for spending time on the phone with me Monday. I realize that I will always be just a sissy hairdresser, making women beautiful for their real men. Yesterday I designed my own chastity belt, take a 1/12 velcro roller, saran wrap and a thin white belt. and lots of tape. Love it.

your little fag beautican


sissy training, feminization, femdom, stories 13 Feb 2002

hi Miss Alexa, I was pretty embarassed when you told me to stroke and I had an accident! This, not surprisingly, also has its roots in the past...Simply put, I don't have much luck with condoms.Feels like I'm fucking a plastic bag.More often than not, I go limp in condoms which has led to humiliation in the presence ofwaitingcompany.i trust that you get my drift....

With a clitty that normally shines at 7" length, it can be quite hard on the libido and the ego, for that matter.

Attached are some pictures of me, so you can see my physical stature and how I look all done up in panties and hose:)Please disreguard the poor quality of the pics, as I took them myself and it's hard to balance a camera at such odd angles and poor lighting...
By the way.. .I couldnt help myself andhad to masturbate again in front of your pictures... I actually started cumming but gripped my naughty clit tightly and stopped. Lets see if this can be done for -gulp- five days...

-sissy sara

(I picked up the name 'Sara' as a sissy name from this very hot girl in high school who wouldn't give me the time of day.)

sissy training, feminization, femdom, stories12 Feb 2002

Mistress Alexa,

Thank you for spending your time on the phone for me. I humbly wish to enter your service as a mere male that needs total feminisation. I know how to get hold of various feminising hormone treatments, and have been applying "breast development cream"to my chest and am starting to develop breasts as a result. I am in fear of them being noticed at work as they get larger, but I think that mere males should be Feminised. I can also get "hip, bum and thigh" cream to develop my feminine figure. I will humbly supply you with any information about myself that you ask for, to enable you to blackmail me into becoming completely Female, including surgery to replace my penis with Female genitals.

I will be eager and obedient. Women are far, far superior to men, and I would love to serve you.....I look forward to being your obedient Female.

Total Respect,
Suzy


sissy training, feminization, femdom, stories 31 Jan 2002

Mistress Alexa,

You asked me to write you and describe my orgasm last night. I have always masterbated regularly most of my life, very often daily.

When I first spoke to you and you told me to use the candles and stroke myself 5 times daily without having an orgasm, i thought it would be impossible. But, knowing that I need a mistress, I told myself I would obey your every demand to the fullest degree. The first day was a new sensation, 5 times the first day, getting so close and having to quit. The part that excited me the most was knowing I was owned by you and I had no choice but to do as told.

The second day was rough, my mind trying to convince me that this wasn't what I wanted, what i wanted was to have an orgasm, but, when i went to the next town and bought the panties, i realized I was under your control.

The third day, putting on the panties in the morning, doing my daily exercise, I wanted to be your slave. Wearing them under my jeans on the farm, all the other men working around me, i felt ashamed and aroused, but, it was worth it knowing i was pleasing you. I was worried someone was going to notice that i had a hard on most of the work day.

When we spoke the third night, I was so happy to hear your voice. Deep inside i was hoping you would let me cum, but, i assumed i would not be allowed to. As i knelt in my bedroom with my candle and closed my eyes and saw you holding me as i was used, i knew how much you loved me, you knew what was best. I was so hard, 3 days of no release, i could barely touch myself. When you told me i could cum while watching you getting serviced a rush filled my body. I almost didn't feel worthy but at the same time i wanted you to see what i had saved for you. i knew i didn't deserve to be inside you, but, i knew you would be so pleased to see how much i came. as i watched and stroked i couldn't hold back, the cum covered my thigh. large amounts fell on my leg, the warmth spread throughout my body and the warmth on my leg was like a gift to you. now as i shower and wash my pussy i can actually feel it getting looser, more accustomed to being used. I hope i've pleased you with this letter and that i can please you more often.

Your slave


sissy training, feminization, femdom, stories31 Jan 2002

Mistress ALEXA,

I was talking to you tonite to explain all the true feelings I have. I want you to know, I realize you are very busy and I don't deserve to be with you.

I have never been so completely consumed with my thoughts of a Mistress as much as I have with you.

I beg you to let me serve you and be used by you. If you choose to pass my on to another Mistress, I will obey you and serve another. Please tell me your wishes.

Subservient, [name expurgated. --ed.]


sissy training, feminization, femdom, stories OriginalArrivalTime: 29 Jan 2002

Dear Mistress Alexa:

thank you again for allowing me to serve the wonderful mistress jane.

last night she gave me instrucions to but a dog dish with my name daphne on it

i also have to send you pictures of me.i was then instructed to shit in the toilet then remove it and put it in my aroma casket,put the gas mask. i had to continue wearingmy pink maids outfit and tighten my corset all the way. the humiliation gets worse she made me jump rope in mu 5"pink pumps while singing mary had a little lamb wearing the gad mask so i would breathe in the smell  of the shit more. after that i was instructed to put on my latex hood with the blow up penis gag and blow it up.

It is hard to explain how difficult it is to sleep completely gaged, plus i had to wear a but plug all night and everytime i woke up i had toreplace it with a bigger one(of course i woke up 3 times and ended up with the biggest one in.

it was a very long night and i thank my mistress for all the time she puts into training me.

daphne

sissy training, feminization, femdom, stories 27 Jan 2002 21:13:02.0994

Dear Mistress Alexa:

thank you for allowing me to train with mistress jane.she is the best.

last night i had to put on my latex stockings and gloves pink corset parachucute collar with spikes my spreader bar andpumps. then i was instructed to drink 10 glasses of water in 10 minutes(that was very hard ). i was the told to put on my texas catheter(a latex tube that slides of my clitty like a condom and has a hose attached, i had to hook a hose up to my ball gag that had a hole in it. I tried to hold it as long as i could because i knew as soon as i peed it would  be onceevery hour, I didn't sleep much i spent most of the night pissing in to my mouth. It would be impossiabe for me to count how many time i drank my piss (8-10 maybe)

i have not cum in a week and i have along time left until she allows me to cum, mistress...

jane does not allow me to even ask to cum, because if is her clitty now. I thank mistress jane so much for taking the time to train me to be her little wet noodle chasitised fart sniffing piss drinking shiteating cock sucking cum lapping pathetic sissy wimp whore.