Dear Mistress Alexa Blog

My Auntie’s Underwear Drawer

Dear Mistress..

I’ve just recently discovered your website houseboy.. this is what I’ve been looking for… my heart warms.

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.

Today I don’t do much dressing sadly, although my love for tights hasn’t diminished, of coursed with the advent of the internet.. I have discovered various websites that share my love for tights, although this isn’t completely satisfying.. its like having a relationship with my computer in a way. One of my fantasy’s would be to meet a sympathic and like minded woman who would dress me up…feminise me… take control… whom I could serve and worship her tights embalmed legs.

My feminization (a letter)

Oh Mistress,

I find myself succumbing to wicked cravings as I look at the patent
leather high heels in front of me. I have such a weakness for lingerie & shoes now after our therapy sessions.

The sensations are wonderful as I begin to roll the Cuban heel, seamed nylons up my freshly shaven legs. Delicately straightening the seams. Selecting the most satiny pink sexy panties is next as I slide
them up to caress my hot mound framed by my garter belt. Picking from my
collection of high heels is only topped by the wonderful feeling of
slipping them on and wrapping the seductive straps around my ankles capturing my most secret desires.

I cannot resist clasping the silky straps of my DD bra around my chest and gently pinching the nipples as my new DD breasts
feel so sensitive on my body.

Creamy red lipstick and shimmery wet gloss is the finishing touch that makes
my lips pout and crave wrapping around you.
Oh it feels so good as I lay back, taste my lips, inhale the scent of lingerie and dream of succumbing to
your sensual & wicked transformation.

I’m yearning to experience the fulfillment of being captured and changed forever with another session…

K

My Maid Training by Sissy J

Alexa, I have been rid of all male,yuck,clothing foe 20 years. I do follow all the household chores as you state pus more, I grocery shop dressed as a sissy maid, go to store,post office and even Doctors appointments dressed as a sissy. I cook and prepare breakfast lunch and dinner for Mistress and her friends/lovers.
hand wash all lingerie and replace any worn out or run nylons,shine shoes.
Serve as french maid if Mistress is having guests. I eat in kitchen either standing in my 5“ heel`S or from a dog dish on floor. I am not allowed the meal that I prepared for her or guests, I eat a salad as she wants me thinner.
If her BF is spending the night I make sure the bed is turned down and her lingerie is laid out, heart mints on the pillows and chilled wine and crystal glasses ready for them as well as a condom on night table, in case she wishes him to wear one.. I thank the guest for letting me serve them and curtsey. Many put their hands up my short skirt and rub my tush. I am in chastity and have a butt plug in and can`t get an erection, it is designed to be very painful.
She has me orally serve so men, if she see`S they are over stimulated. I must swallow and thank them. The women tease me calling me a fag maid and showing me their painted covered pussies, saying see what you can never have again. I respond, yes ma`am mistress tells me if she wants me to lick a cum filled pussy sucked and cleaned of series.
She has me milked once a month unless it falls on a time I am having my period. Then it is canceled till following month.

Thank you for you sit I love to read it and learn more to do to be a complete sissy. Mistress has me with 44 B breast implants and has been thinking of having one of my overlies removed, maybe both.

Worship yours
sissy J
(anonymously….)

Training by girls

Dear Mistress,

 When I was 15, I was caught in my sister’s best date outfit… using it for my selfish pleasure   I thought I was alone in the house but I was caught redhanded in a micro mini and tank, heels by 4 girls from my class. They had me remove it in front of them and put me in a bath of Nair, I came out smooth  and was dressed like a slut and dragged to the mall. The heels were sky high and I couldnt stand   At the mall this jock hit on me… I ended up servicing him there.. The girls werent done with me.. They made me wear full girls undies to school everyday and inspected me for runs.  Big runs were punishable,, toothpaste on my penis   This was for four years of high school.   My gf treated me like a sissy and went out with jocks. She came home and told me how they made out , how I was too small to be a real man..  I had to help her prep for her dates, did her makeup and nails and cleaned her up afterwards..  If i didnt do it properly, she called her friends over ..  They never told anyone else but now at 23  I  am a sissy.    H

Pedicure-sissy

Shy Sissy

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

E-Mail Daily!

Good Morning Mistress,
Thank you so much for te letter yesterday it really made my day. After reading your letter I was very aroused to the point that I had difficulty in my room not touching myself but I did not. After a shower I took some of the obsession and put it on a bandana placed the bandana around my face and tried another yoga pose. I am doing some of the poses for the abdomin. I do think of you all the time and try and think of ways to please you. Your wish is my command and I look forward to anything you ask of me. Your servent M

Sessions by e-mail now also available, look!

Dear Mistress,

Good morning, here I sit happy to have recieved praise from you. I am happy to serve you in every way I can and will. Please help me to better serve you. I live for my servitude to you. I guess I am a little confused at these feelings as I have never been a servant. My excitment at the thought of serving you is growing with each comunication I have with you. Thank you for taking time out of your busy day to comunicate with your humble sevant, If there is any way that I can serve you please do not hesitate to tell me. Your servant , XXXXX

I find myself succombing to wicked cravings….

Oh Mistress,

I find myself succumbing to wicked cravings as I look at the patent leather high heels in front of me. I have such a weakness for lingerie & shoes now after our therapy sessions.

The sensations are wonderful as I begin to roll the Cuban heel, seamed nylons up my freshly shaven legs.

Delicately straightening the seams. Selecting the most satiny pink sexy panties is next as I slide them up to caress my hot mound framed by my garter belt.

Picking from my collection of high heels is only topped by the wonderful feeling of slipping them on and wrapping the seductive straps around my ankles capturing my most secret desires.

I cannot resist clasping the silky straps of my DD bra around my chest and gently pinching the nipples as my new DD breasts feel so sensitive on my body.

Creamy red lipstick and shimmery wet gloss is the finishing touch that makes my lips pout and crave wrapping around you.

Oh it feels so good as I lay back, taste my lips, inhale the scent of lingerie and dream of succumbing to your sensual & wicked transformation. I’m yearning to experience the fulfillment of being captured and changed forever with another session…

Kimberly

Letter from L.

Thank you for a wonderful evening. I am not sure if you helped me along my way, but it was so nice to talk with someone who dose not judge and understands.
My wife returns tonight, and i am finding it difficult to remove my nail polish and put my clothes away. i had them packed and ready to go, but now find myself in a pain of blud cotton briefs and a cream colored bra. I have 2 size of inserts one a cup the other c cup. last night i was a c cup, today an a. as i said last night i do not always dress naughty, even though i have the clothes for it. mostly during the day i wear sweaters and skirts many long with hemlines below my knees. i have a few pair of flat shoes, and some 2″ heels that i like to wear as well. I would have some jeans or slacks, but i cant figure out what size i need and of course am not going to try any on. maybe when i lose a few more pounds and get a more feminine figure i will try to find something that fits…

My wife has a friend that lives across the street. She has a key to our house so she can get some papers my wife keeps here for her. One day I was home, not traveling as usual, and was dressed sitting at the computer in our office. that room is directly adjacent to the foyer, and has no other exit. i heard a car door and looked out, and N was walking up the sidewalk, key in hand. I was had.

I had no choice but bolt to the hall bath, putting me right in front of the sidelight windows on either side of our doors. She obviously saw me and did not come in. I don’t think she ever mentioned it to my wife… It is a little scary that she knows this about me as she is friends with a lot of our neighbors. i have had numerous fantasies with her confronting me about my habit. she is attractive with dark, almost black hair, slim and only a few years younger than I . Should I ask her not to tell my wife? — traveler

Nice (Letter from Canada)

If my comment made at the end of our chat, Wednesday morning, seemed to
you a little less enthusiastic and spirited than usual, I would agree
with you. Nice. It was nice, though – very nice, relative to my
experiences with you, that would be, and the experiences have never
been less than wonderful! I wasn’t thinking about offering an
appropriate response and after listening to you until my mind stopped
working, however temporarily; it’s usually all I can do just offering
monosylabic responses (as you would know). “Nice” on what might be an
“Alexa Scale” would be “amazingly wonderfully delicious” on any other.
Considering also that you were improvising and letting me call the
tune, you performed fabulously! I just thought I should express this
better, in case my reponse did not indicate. And I want more, please.

Really, I do want more of you if I may be so fortunate. I will only
have tonight and a little time tomorrow (and since we are about to
receive another four inches of snow here, overnight, I’ll be shovelling
for half of Saturday, I expect). May I call you?

Confessions

I have more confessions to make as we begin therapy. I think you’re very attractive. I love the way your lipstick shines. Your beautiful eyes. Your long legs and those sexy shoes. I’ve always wished I could be as pretty and sexy as you.
What are these hormone injections for?
Are these breast creams for me? Oh! Preparing me for surgery? DD’s and reassignment? My chest feels…Oh….

This wardrobe is so sensual. I it for me? So many heels in the closet! So high, so strappy. Is this lipstick special too? It makes my mouth water and seems to make me want to wrap my lips around… Oh, what is this? A realistic shaped Phallus?

Is that my wife on your examining table? She looks so hot with her legs/heels in the stirrups but she looks like she’s in a trance. Why is your assistant whispering in her ear and unbuttoning her blouse? Oh! She’s been unknowingly selected for lesbian conversion and training!

Kimberly

Petticoated Sissy Virgin

I went to a female membership meeting of the Aphrodite society to attend the ceremonious petticoating of a sissy. I was similarly initiated years ago, with my petticoats and skirts raised and my panties down around my knees. I shall never forget how humiliating it was to be bussed to a Sissy academy to learn sissy protocol. (I am a sissy not a drag queen; I must always wear petticoats under my skirts and dresses. I must curtsy to all females regardless of age.) But even Sissy School was a prelude to my piercing, my chastity training, my Prince Albert, and then my Princess Wand. …. More soon….

billie in bham AL

i luv this. i’m a sissy boy in AL. I do the chores for my Mommie/Diva. LUV dressin up for boyz and gurls, being humiliated. dig it. dig it. digg it BJG PS THANK YOU MISTRESS FOR LETTING ME POST. I’LL BE A GOOD BOY.

Morning After Letter to the Mistress

I just wanted to thank you for your time, your efforts
and your magical ways of making me melt: Thank you so much!

I have, as you know, experienced, “the most agonizingly pleasurable,
staggeringly sensual, loin-wrenching, scrotum-tugging” moments while
under your care, your control, your spells. However, your rendering
today was exceptional! For me, it was one of the best – ever – if not
the absolute best! Thank you!

When I told you I had exploded, it was because that’s how it felt (and
looked). I had almost climaxed earlier in the story (you were
describing the development of the breasts, how sensitive they had
become, and how I would react to your caress of them…) but I was just
able to control myself enough to hold on (in fact, I had a small, minor
ejaculation at that time – this will often allow me to continue if
stimulation is discontinued; I caught the droplets on a couple dry
fingers and licked them). I knew things were going to get hotter and
wanted to hold on for the ride! They did get hotter and, while I
wasn’t sure where you were taking me, getting there was intensely
arousing. I could not control myself by the end but just continued to
listen to your naration as I recovered to the point where I could talk.
I could have listened on and on, had I not been limited by other
factors; you are a virtuoso.

Yours ever,

[Name Withheld]

It’s Sissy Here…

Well I was invited to get fitted for my little girls dress. I had to go to the Ladies Bridge Club, where I am required to serve tea and coffee and cakes every weekend. They told me that my little girls dress was ready. One of the ladies had my dress for me…. First I had to take my skirts and petticoats off. I was just in my tights and my camisoles. They dressed me in 12 layers of camisoles….

Then came my little girls dress with puffy sleeves. The front is flat, because its a little girls dress. There’s no bustline. It has a little white apron that goes in the front and ties in the back. And because sthe hemline is so short, above my knees, my balls show. It’s quite embarrassing.

Once they put it on me I was forced to go shopping with my wife and some of the ladies…. There was nothing I could do to cover up my balls, or my chastity belt. It was very embarrassing. Every time I bent over I exposed myself.

Some of the ladies who already knew me were very surprised at my little girls dress. They couldn’t stop laughing. It was humiliating.

Now I have to wear this dress whenever the ladies want me to. They want to parade me around, and show off their little sissy girl. They take me shopping and force me to bend over all the time…

Some of the ladies call me the MASTURBATOR because they heard from some of my friends in the Ladies Petticoat Society, the Aphrodite Society, that I couldn’t stop masturbating. That I do it ten times a day. They wanted me to curtain my masturbation activities spo they locked me up in a chastity belt. Its silver plated, its like a girdle that fits around the waist. And the penis is in a cage in the front, and the cage is about 12 inches long. It’s custom measured and lined with rubber inside. Its perforated so the skin can breathe.

Letters to Alexa: Special Session

Last saturday i experienced a very unique moment in my life.

Because on friday i purchased some new things: new pair of red pumps ( more than 4 inch heel )with 2 straps, black stockings, a beautifull pseudo-victorian, black corset with garters and of course the 2 most important things for a sissy: dildo of more than 7 inches and new chastitydevice: the curcve.

Since friday i was so worked up that i was aroused for over more than 18 hours because i weared all those things.
The funny thing was that i couldn’t have any erection at all with the curve. With the CB 2000 i could have a minor erection in that device. But the curve presses on some places that is avoiding to have an erection.

When i called You for a session i played already for many hours with my new vibrating dildo. In the beginning it hurt a little bit but with some lube it became more pleasurable or confortable (= better expression )

During our session i fucked myself with the dilo and slapped my balls and after a while i became to feel more aroused and had the feeling that i could come without touching my clitty.

It was a very special feeling when i squirt it out and it dripped of my chastitydevice. The feeling when you come is like a highspeed train who drives very fast trew your penis or like a vulcan who erupts. But the best way to compare is like to vomit because when it comes, it comes fast and hard. Afterwards your stomach hurts. Well it’s the same feeling and the funny thing is that my balls hurt for at least 4 to 6 hours even the next day it hurted a little bit.

When you are milked with a dildo and you come it’s not so pleasurable when you are masturbating or having intercours with someone. But it is realy something special to achieve that and i will not forget that feeling.

I thank You, Mistress Alexa for this feeling.

Your slave

Incredible Session with My Mistress, Alexa

Dearest Mistress Alexa,

I can’t tell you how wonderful our first session was last evening. The fact that you’re going to completely feminize me into a buxom topless dancer….with full breasts is amazingly erotic.

You had me bumping and grinding in our first session, thrusting my pelvis and feeling my newly budding breasts. It was amazing. I would recommend you to anyone.

I’m so excited that you’re actually going to have me take female hormones and that you’re going to train me to be a webcam dancer, to earn you money as my Mistress.

I will stay on the hormones for the next week as you’ve instructed and see if I notice any difference in the way my breasts and nipples feel….and how I feel over-all.

I anxiously await your further instructions that you stated you’d send by email reply.

Also, if you could send me a sexy picture of a stripper and show might what you’re turning me into, I will be forever grateful. THANKS.

Your sexy, soon-to-be, buxom-stripper,
Rebecca

A day in the Spa with Alexa

WAKE UP from your winter sleep. Call ALEXA at 888-411-1230 or Text message for an appointment…. book in advance to reserve the best times…

Favorite Sissy Stories

Dear Mistress:

http://www.akashaweb.com/stories/ffem/soyouwanttobemysissy.html

This is a great story, although I wish at the end the Mistress forces me on a slave and makes me fuck and suck, kiss and lick the other man, as a show of what a sissy i am. at the end, after being doused in cum, i would be made to drink her golden nectar and even her ****, as anything coming out of Mistress is better than me. i would then be locked up in my full maid uniform and made to sleep in the cage until morning, when i would have to serve the Mistress.

i slept in panties last night, needless to say it was hard to sleep. i have lip gloss as well for you and my frozen cum from last night.

Changes

I love the changes to your site. I could browse for hours…mmmm