Dear Mistress

The first of a series of inspired drawings for Alexa:

About me, I love the humiliation of a man feminized, of a man willingly giving up his masculinity to the dread embarrassment of being sissified; the more publicly, the better. Sissies are more stigmatized than gays, their ridicule exquisite. I particularly love the image of a man’s genitalia being turned into something sugar, and spice and everything lacy, so pink and lacy.—your puppet

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Submissives need and benefit from training. Mistress Alexa trains a subject,  inside and out.  It is never enough to provide vague orders; instructions must be complete, detailed, copiously noted and remembered by the submissive.  Mistress Alexa turns each command into an opportunity to learn. Submissives are enthusiastic when the Mistress is lavish with her praise. Submissives are enthusiastic when the Mistress cares about the quality of their tribute. Submissives who improve are rewarded by the Mistress, and the best reward of all is Alexa’s voice. Call her at 888-411-1230, and ask her to make a customized audio recording for your special needs.

Dear Mistress Alexa:

Just a quick email to let you know how I’m getting on with your recordings, combined with other publications, its seems like i’m increasingly losing sight and letting go of a life I thought I needed to live with work & other factors influencing me: to be a man etc. but at the expense of denying the feelings I had to dress up. That was until I rediscovered my love of pantyhose and have felt once again the pleasure of nylon on my legs and when dressed these girlie feelings only intensify more and are now becoming increasingly pleasurable. I enjoy listening to your recordings especially when I’ve just finished work it helps me connect with my sissy side and this allows this side of me to become more accentuated, which usually means doing some housework, cooking and even going out to the shops whilst wearing panty’s & pantyhose… this is usually at the start of the evening… at some point later I might even call you Alexa and of course by that time I’m so horny and I’m acting like a slut… it just so overwhelming!

I recently had an experience of seeing a woman I didn’t know.. and couldn’t help thinking I’d like to be to look like her; with her beautifully styled hair that framed a round face; her dress was short and she was wearing boots & pantyhose.. I found myself watching her to see how she behaved and her mannerisms…. is this quite normal?

Your girl

Nikki

to be female….what a wonderful word by itself…to be female…a woman…. In the attached pictures you can find me in different stages of development…currently i am wearing a latex body with an artificial cunt…along with my beloved cup I breasts….as well as one inch long radiant pink square whore nails…i love the feeling of my HEAVY breasts bouncing and following and resisting the gravity at every step in my 16” platform thigh high boots..

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There I was doing my chores just like my Mistress commanded me, scrubbing the floor on my hands and knees. When I first heard a noise behind me. There I was just scrubbing away like a good little girl, my nylon clad butt waving in the air, when I heard him clear his throat. “My isn’t that just a sexy piece “I heard him walk up behind me then I felt his hands on my ass. I was so scared. I didn’t know what to do. But just then I remembered my Mistress’s words “if you are going to look like a girl u have to act like a girl”. So I reached around and grabbed his thick member and slowly licked it like a lollipop

My tongue going up one side and down the other. Only then did I engulf the whole thing. I felt it sliding in deeper and deeper into my mouth. It felt just delicious. I marveled at the idea that this man, whom I hardly knew, would let me deep throat him like this. In and out faster and faster until he could no longer contain his load. And I felt his hot com sliding down inside me. Like a warm summer drink I gulped it down and said that hits the spot. I just pivoted on my knees and continued with my chores. He had other ideas but that’s another story.

Dear Mistress,
I really do miss the sound of your voice and do wish to do your bidding. I am showered shaved and wearing a pink lacy pair of panties with a pink camasol under my clothes. I’ve taken some yarn and tucked my testicles inside of thier resting place and secured my clitty back between my legs. When I move I feel the restriction and it helps me to keep you in mind. I am your girl on the inside. ... the more I wear womens undergarments and stay faithfull to you by not touching myself in anyway but what I feel to be approved by you the more I long to be more feminine. I try and think of you allways and am trying to keep myself feminine for you. Outward I don’t look it but underneath i do. I’m thinking of going back and putting on some stockings and garters under my clothes also. The light breezy feelings of the stockings allways bring me closer to my inner fem. I am trying to become all of the things yo tell me I am. The more I dress the closer I am to becoming your XXXX.

A houseboy

Hi, I keep on reading your scripts and enjoying. I was a bit worried about how it can change me, but now I enjoy so much that I don’t care whatever change it brings to me. In fact I even enjoy to be forcebly changed and to surrender completely. It’s a great pleasure which is imposible to describe. I only want to surrender and surrender as deep as possible to you. I let your words deep into my mind and only want to feel they way you want me to feel and enjoy. Just pleasure and surrender. Take my mind, make me yours, control me please. You’ve overcome me, you’ve made me yours, and I deeply enjoy being under you.
Sincerely, M

Dearest Mistress,
I was very excited to get your letter this morning. I am heading off to workout. When I workout I wear a pair of red lacy panties with pink sweat pants that exagerate my backside. I wear a sports bra on my upper torso. I am growing my hair out also. I have my testicles tucked and my clitty tied back with some pink ribbon. this is chest day so I am getting started with some yoga and then weights. I think of you all day long in myfemale undergarments. I don’t feel like a sissy I feel like your girl. Dressing allways makes me feel like your girl. Your voice is what I hear telling me that I am your girl. I s there anything else I need to be doing in your honor. I do want to be your good girl.

I allways feel so fem when I think of you. Allthough sometimes bad thoughts come into mind when thinking about you… I find you very attractive and it is hard to think like a woman unless you would consider me a lesbian. I am sorry if this is not being a good girl…

With love your humble servent girl,

Dear Alexa, I have found your site today. I read http://www.houseboys.net/23.html and I enjoyed it very much. In fact I had an orgasm both times I read it. It was exciting to surrender and to cum helplessly while sitting in front of the PC. I had to go and have a shower.

Mistress.. I would like to share a little about my life of dressing up and enjoying being girly.  It all started when I was 10 when my aunty came to stay with us. My aunty wore tights all the time..  I loved the way they looked encasing my aunties legs.. I’m not quite sure how I first found my self in my aunties bedroom but I do know when I did start wearing tights this was only the beginning of being seduced in slowly wanting more than just wearing tights under my trousers and secretly visiting my aunties bedroom when nobody was around and lookign through her undrwear drawer and smelling her panties and wearing them also.  It was also at this time when I had my first homosexual experience with a friend.. we were so young and just kissed & were feeling each other… thats all.. but we both enjoyed dressing up.  My friends mum I noticed always wore american tan tights all the time and I wanted to wear them and get dressed up. So we got dressed up together.. I felt so girly and naughty. I wanted to be girly… we didn’t fuck or anything; we were just to young to know what to do. Sadly my friend didn’t have the same feelings towards dressing as I did or our growing relationship and told all my other friends about our little secret! However, this didn’t stop me from dressing up… which became more… more often. What I used to do was get home from school early and go straight to my aunties room. When I would get there I would take all my clothes off .. when opening the underwear drawer.. I loved the womanly aroma. I loved the way dressing up made me feel. I would walk around the house.. sit & watch tv; crossing my legs and stroking my legs all the time… I would always finish of these little dressing sessions by going back to my room and would then wank with the tights on…. feeling my nylon encased legs as I stroked myself. I did this for years… my aunty didn’t say anything to me but I’m sure she would’ve have known that I was wearing her clothes.

Hello Mistress , although I have been prissing around as a sissy maid for the last 20 years I found your manual to be most helpful . I wanted to say thank you
I hope you have a wonderful week . Respectfully , maid missy

For all crossdressers, with or without sweater fetishes,   Johnny Depp’s portrayal of a Hollywood director-crossdresser goes straight to the heart.  Watch the scene when Ed Wood (the director) dresses up in a fluffy angora sweater and skirt and reveals himself to his girlfriend.

I stumbled across the website after I decided to do some research after I saw a magazine styled after ‘Sissy Girls’ I saw at a local sex shop. Let me be blunt. I am a transsexual, but after reading several of the stories and looking at some of the material on your site, I actually felt a bit…well, scared to tell the truth. For me transsexuality is about survival. Without hormones testosterone infects me like the most insidious poison, but to these examples, forced feminization seems like a hybrid of transsexuality and kink. In my situation, I know not to judge, but I have some difficulty understanding. The women in these stories seem to abandon their masculinity and improve themselves by becoming women and engage in sexual domination.

I guess the biggest question I have is to what extent is this all a fantasy and to what extent is it an actual lifestyle change? Forgive my naivite, but the contracts and worksheets you have posted seem pretty clear about the intent on an actual transformation of sorts. For lack of better terms, is this for real? Do some men actually abandon their minds and become servants of wealthy women? Again, I apologize for the naivite, but it seems a bit unclear to me.

In any event, the one thing that disturbs me a little is the willingness to abandon rational thought and self-respect. I understand the sexual and mental pleasure that can be derived from being dominated, but the extent of it all seems a little…cruel. Make no mistake though! I am not condemning any lifestyle or choice. I’m more just curious.

I understand you are probably a very busy woman and probably won’t have time to reply (since I imagine your inbox is quite large), but if you could offer me a small explanation or clarification, I would be much obliged.

Thank You.

Friendly and Respectfully,

L.

Fanny Grrl: A thought diary of a transgendered boygirl.
The penis tucking secret

All crossdressers have this problem: “How can I tuck away my genitals, but remain comfortable and without any extra help?” I just don’t like gaffs, strapping, taping and so forth. It’s uncomfortable, often painful and doesn’t really make you ‘feel’ right down there. Lucky for us, there IS a way, and it’s quite easy too.

In recent years, I have developed a way of hiding the male bulge without any ‘extras’. There is only one thing you should be able to do to use this technique: you need to be able to push your testicles back in the the lower abdomen.

WHAT?

Well, in case you didn’t know, when before you were born, the testicles resided INSIDE the body, in a cavity in the lower abdomen called the inguinal canal. Before birth or soon after, the testicles descend into the skin below the abdomen, thus giving shape to the distinctive male genitalia.

These cavities remain throughout our lives, however the opening through which the testicles descended might become more tight. Actually, when you gain weight or grow older, these openings may open up completely again.

Now, if you didn’t succeed yet to push your testicles up into your body though these openings, I would suggest to CAREFULLY feel upwards along the shaft of your penis. Don’t mind to take up some loose skin while you go up, the opening can be quite deep.

Now follow the steps as indicated below to completely hide your penis and make your sex look (and feel!) like female genitalia.

Step 1.

Go sit down in a comfortable position (on the bed f.i.) and undress.

Step 2.

Lie down on your back. Use some pillows to support your back. Using a small mirror to see what you are doing might be helpful.

Step 3.

Push your testicles up into your lower abdomen. Be careful not to harm yourself. You might get the sensation as if someone kicked you in the groin. Although you shouldn’t feel any pain.

Make sure that you leave as much (scrotum) skin as possible hanging outside.

Step 4.

Now roll down on your side. You should keep your hand on your penis as shown, otherwise your testicles might get pushed out again.

Step 5.

With the other hand, take AS MUCH skin as possible and pull it down towards (and if possible over) your anus.

Your penis will be pulled back as you pull the skin. This is good, as now we’ll hide the penis as well.

Step 6.

Roll back. As you roll, your thighs keep the skin and penis in place.

Of course, if you have a very hard erection, this doesn’t work. Although that a completely soft penis doesn’t help eather. In my own experience, having a half erect penis works best. With some practice, you should be able to do this in a matter of seconds, even while standing up.

Ready to go

Now you’re ready to go. Any kind of girls panties should keep everything in place. G-strings may get uncomfortable after a while, and if you have a big penis, it may ‘pop out’ when you’re wearing strings. Again, in my experience, ordinary girls’ panties work best.

Have fun!
Fanny :-)

Thank you R, for telling me about Fanny Grrl: A thought diary of a transgendered boygirl and her

penis tucking secret.

For illustrations, see Fanny G’s blog

hi Maam,
my name is SSSSS. i have called you before, but not in a while. i have always LOVED talking to you. i still very often think about the roleplays i have done with you. you catching me skinny dipping and finding out i have a shriveled baby penis…...... that one is in my head a lot :)
i am writing to you now because i am dying to talk to you. but know i wont be able to explain this over the phone cause im to shy to get it all out. in the past you have always sort of hinted that you would push me into something…... and i always said that i did not want to play there. and at the time i did not. im sending you some caption pictures that i have done (i have done a lot of the…blushing) i know these are the best way to tell you this. i hope you are amused by them…...... and to be honest i cant even imagine what a call with you will be like no that you know all of this…..
thank you for taking the time to look at these, i am hoping to call you as soon as possible. if you get this, and have a moment, please send me a quick reply so i know you have been in on my secret. i will call as soon as i hear back from you :) i am deeply embarrassed by sending you these…... but i do hope you like them
SSSSSS

Lucky Star is a popular Japanese cartoon series whose main characters are all female with pastel colored hair and schoolgirl dresses. Thousands of young men (in their 20s and 30s) dressed in sailor skirts, pink wigs and stockings, pay tribute to their comic heroines by visiting Washinomiya Shrine, in costume.

(See Wall Street Journal 7/30/2008)

My morning starts at 5 am I’m allowed a twenty minute shower in which I’m expected to remove all body hair. Mistress hates razor bumps so I have to use Veet. When I get out of the shower I see the clothes Mistress had me lay out the night before, I slip my red lace panties up over my hips until I feel them fit snugly. My Mistress has given me a matching lace bra to wear it’s a pushup bra which makes my titties look bigger. I then strap on my garter belt and slide my stockings up and attach them and make sure the seams are straight, Mistress doesn’t like pantyhose. A short black skirt and white blouse complete my uniform. The blouse is short and only comes to my navel and cut so low that every time I bend over you can see the lace cups of my bra. The skirt is likewise short barely halfway down my thighs so again anyone standing behind me can see my panties whenever I bend over. I know it’s kind of naughty but I try to bend over a lot. I like to wear high heels but mistress says they make too tall so I have to wear flats unless I have special permission, at least they’re cute little t-straps. Next comes make up; mascara, eye liner and shadow, blush, and lipstick. Now I’m ready to inspect the rest of the girls.

The others are all ready and look gorgeous of course. Heidi looks especially cute in pigtails. She’s on kitchen duty this week so she’s wearing a darling little cook’s outfit. I envy her a little she’s more petite than me and shorter so she can wear heels all the time. I can see a hint of a bra strap peeking out of her sleeveless dress and ask her to tuck it in. Then there’s Lauren, she’ll be serving Mistress’ breakfast so she’s wearing a more standard maid’s uniform. Finally Becka the new girl, Becka’s on call this morning to run errands and fetch things for Mistress, she’s got on a frilly sundress in case she has to go out for some reason. My name is Anna. I’m Mistress’ body servant.