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Featured Member


My Sissy School

My Sissy School


Username: mysissyschool
Description: My Sissy School with Beautiful Head Mistress in charge of sissies and crossdressers alike
Member Since: 2012-02-08

Average Rating: 5 / 5
Number of Ratings: 41

Vote and submit Review for My Sissy School


2017-06-04 11:31:42
Ich liebe meine Sissy Schule und meine wunderbare strenge Herrin

2017-05-20 09:50:49
I first veered into sissy elements due to my old flatmate, she was a beautiful busty brunette named Karen, naturally I wanted to be with her. One night I caught her giving a superb blowjob to a guy she brought home. She was naked, kneeling and about to take his load, normally I would enjoy seeing her in such a sexual light. But for some reason I saw not just her beautiful body, but the smile on her face. And it crossed my mind it looks so good to be down there. Suddenly as a spied on her from the staircase, watching him cum on her face and tits I wanted to be her, her huge tits, soft skin, mango shampoo and flowery perfume. I wanted to be kneeling, pleasing and being covered in his cum. I wanted to be a beautiful girl just like her.

2016-05-30 11:27:39
Drag Mother Niki is a Trooper an a warrior .. she has honestly earned gurls respect an has become a bit of a hero at times..

2016-04-26 13:21:01
Hello Head Mistress Cleo, I have an immense desire to join your Sissy School. I have been on journey to become a true Sissy since the 8th grade, but journey truly began a year prior at the ripe age of 13. It all started one day in Science class when a fellow student and I were discussing about women's yoga pants, as this was right when they yoga pants had just come in style. He was wondered if it would be possible for a guy to get an erection in a pair, I was more preoccupied wondering how it felt to wear them as I had heard from some of my girlfriends in chorus at the time that they were super comfy and soft. That day when I got home from school, I was home alone because my parents didn't get home until at least 5 pm and my sister had cheerleading practice. Still curious after my conversation earlier in the day, I decided to go up to my sister's room, who was a year older than me and had about the same build as me due to me having somewhat feminine build. Sitting right there on top of a basket of clean clothes the moment I entered the room was a pair of yoga pants. It was like fate was drawing me towards them. I double checked to make sure no one else was home and than stripped down to try them on. I will never forget the feeling that followed. The moment I put my legs through the foot holes, I began to feel a jolt of energy move through body. As I pulled them all the way up, a surge of energy, excitement, and emotions flowed through my body! It was like nothing I had ever felt before, and it was from that day forward that I knew I had to strive to keep that feeling alive inside me. Ever since I have begun to buy my own women's clothing and lingerie since borrowing another girls without permission is just wrong, have begun learning to talk and act like a proper Sissy, and have been training my self through hypnosis to crave and properly pleasure cock. The reason I come to you today is to plea for your guidance in helping me take the final steps to the becoming little Sissy I was always meant to be.

2016-04-14 12:37:19
Curtsey and thank you Head Mistress Cleo, I've listened to Sissy Bimbo Hypnosis for Sissysluts numerous times. My tiny clit is starting to leak in my panties the more I listen.

2016-03-31 10:34:14
you are seductress Head Mistress Cleo... I are transformed by HeadMistress Cleo new Pink Pollen... as You blow the PINK Pleasure Pollen into my face and laugh while it makes me a good sissy slut bimbo girl for You.

2015-10-21 13:21:14
I have met Mistress Kikkaj personally three times It was one of the most enjoyable times I have ever had. she is beautiful funny and very domineering with a fantastic playroom for us sissies to be instructed in our roles to please our Mistress/Masters.

2015-07-20 14:48:14

2015-03-19 12:02:43
Im like a sissy bimbo who heard about this website and like couldnt wait to join

2015-02-10 10:38:21
Honey, being a sissy is not something we do, it is a state of mind. The things we do and the behaviours we develop are a genuine manifestation of the state of our hearts. When you approach your sissy experience in this way, it becomes very easy to be a good sissy which will become evident to all because of your successful sex change, or gender reassignment. A good sissy seeks an experience that transcends the crass sexual context and extends to every part of ones life. Finally, exposure to everyone the sissy knows is a final confirmation that you have arrived. Once everyone you know understands that you want to become a woman and have sex with men, your sissyness is almost complete. Hormone treatment should be well under way by this time and you should be well versed in the cost and details of Feminizing Facial Surgery and Sex Reassignment Surgery. A good sissy is motivated simply by the desire to be a girl. A good sissy wants nothing more than to be a girl.

2015-02-09 13:43:53
i was dressed in a cute miniskirt, heels, bra and panties. Mistress put some of her perfume on me
~ sissy janet

2014-06-19 09:39:18
i am sissy melinda and new to the school. i am starting to learn and hope to be the best small cocked sissy in the school :)))

2014-06-18 17:05:53
is now in Detention, for misbehaviour in Class of 2014.

I expect to see 100 hand written lines:
"i am a sissy and i must not cheat"

When this assignment is completed, you may be permitted to go back to Basic entry Classrooms.

2014-05-29 11:42:01
Hi Headmistress Kitty, I hope you are well. I just wanted to share a fantasy I have with you. I would love to be feminized, sissyfied, collared and locked in chastity, by a group of young women and have them setup a gangbang. The women would be all sitting around in a room drinking, calling me emasculating names and laughing at me and I would be in the middle of that room dressed as a schoolgurl slut. At least 15 well built men with big thick cocks are invited over and when they all arrive they help themselves to me. They bend me over a table, hold me down and without asking my permission, pull my panties down, grease me up, put their throbbing cock against my sissy hole and push, then grab my hair and pound my ass bareback while calling me bitch and other emasculating names, until they blow sperm into my sissy bottom, then hold me down for the next guy to fuck bareback.

I have been sodomized in front of a large group of men before and I loved it, but never a woman. It would be so humiliating and emasculating. I would LOVE it

2014-04-23 09:35:25
hello beautiful Mistress.

slave girl tiffany is almost ready to journey to the other side of the world.

after spending the past year going through some rough times, I think I am almost at the stage of entering my new life.

a life as your 24/7 slave transgender girl.

I have been dressing every day now for a month, worn male clothing only twice in that time. this has included public every day.

apart from you having me dress fem fulltime, were you looking at me being your full time ashtray and maybe toilet too?

as for travel, would landing direct into berlin be ok.

I am also in the process of seeking the builder of a very nice dildo I have seen. 6-inch thick. think you would look amazing wearing it around your powerful thighs while smoking a sexy montecristo.

2014-04-10 02:05:52
my sissy school holidays

hello Mistresses & gurls,
well what a nice long break from having to go to school, i think we should have a break more often ?

i have been doing lots of practicing in things like makeup application and walking in high heels
over the break i bought myself a new toy (as pictured in the sissy lounge forum) a fucking machine from china.

i must confess that my pussy is still very sore from its overuse and i am now having a rest from it now that class is back in.

maybe i can smuggle it to school in my bag so the other gurls can enjoy ???

thats about it really, just fucking myself silly and being a naughty gurl as i am meant to be :-)

i have also joined a few other sites, talking with other gurls and hoping to have some real life meetings so i can suck their yummy clittys :-)

i am also still waiting for my lori tube to arrive, which shouldnt be long now as this boi thing between my legs is sometimes a bad influence on me lol...

well thats me, would be interested in what the other gurls got up to ?

sissy chastity xx

2014-03-06 17:06:48
I am a little sissy puppet

2014-03-01 18:00:12
Cum tastes warm and yeasty and malty. Much like beer before the fermentation process.

If cum tastes salty you should tell the man to reduce his salt intake as he is consuming too much and it is not good for his health.

Smoking, cabbage and some other greens, some cheeses and wines can taint the taste of cum making it unpleasant. And lots of fruit will make it even tastier.

If possible, a sissy should consume at least a quart of cum a day. It is good for you and you can have all you desire and not fear any weight gain. The calories in the cum will be less that is burned getting it.

2014-02-27 12:17:09
After my sister caught me in her clothes, she and her girlfriends dressed me as a total girl and took me downtown to several ladies shops. They had me try on dresses and skirts, tops and blouses and then also heels and sandals too. I had to walk around in the stores so as to show everyone how I looked.

Its was all so exciting being dressed as a real girl and hanging out with the girls for a day.

2014-02-24 15:08:51
Dearest Headmistress,
I want to tell you that I am always sitting to use the toilet now like a sissy should and that I have stopped my pathetic complaining about the difficulty of using talcum powder all the time and i now carry a small bottle of scented talc at all times. Thank You for your patience with me. curtsey, sissy.

2014-02-20 09:37:54
Dear Delilah,
We do know that the outside world can be very harsh when young people discover that they are in the wrong body, often to much descriminated, classified.
this making that you would start to hide repress who you truly are inside you, making you unhappy as that outside world forces you to be a person you not really are. you are not the first person who has to experience this. and yes the younger you are the harder it feels as it feels like you cannot go somewhere to talk, share about your feelings.

That is why the HeadMistress created the Sissyschool, that is why We are opening very soon The House Of Mamasan.
The Sissyschool helps people with information, lessons and even more. there is an open section where everybody can get some information and a member section, the class 2014 where some deeper teachings are given. The Headmistress and Staff paying more attention to the Students who enrolled the class 2014 as they are considerd the more serious gurls.

The House of Mamasan, We are in the middle of renovating this rl House and will open very soon. this rl House is a Community where gurls, sissy, whores or sluts can have a short or long term stay. here We providing rl lessons, support, advice in every aspect. giving you a chance to go deeper in discovering yourself in any direction you feel. this means also a follow up after the rl stay

the Teachingstaff of the Sissyschool and House of Mamasan is carefully selected by the Headmistress, different criteria before becomming staff were needed as We take our job serious and wish to take gurls, sissies, whores or sluts out of the closet, descriminationcorner.

You being young is absolutely not a negative aspect, the younger one is discovering themselve the better, some older gurls truely regretting their late discovery, they get a feeling like they have lost to many years, a whole life

so Delilah, feel free to read My Sissyschool, join the class2014... and do not hesitate to apply if You wish more info or help. one advice.. ALWAYS use the fullest respect towards HeadMistress and Staff

Queen Aunty Niki

2014-02-17 11:23:29
i love to wear sissy babydolls, the shorter the better, matched with a gstring ... yum

2014-02-13 11:54:55
Sissy Aerobic Classes great fun idea Mistress

2014-02-09 12:54:44
I hope I will be a good sissy pupil. sissyslut valerie

2014-02-04 21:29:58
I must have been 24, It started when I was leaving my friends house. His girlfriend was bagging up all her old clothes to throw away to a re-store. I noticed this and was very keen to take her clothes for myself. I told here I could drop them off on my way back home. After she quickly agreed, i took the bags of clothes and put them in my car, but instead of driving to the place to leave them, I continued onward to my house. I got home and took her clothes inside. I got to finally look at what she was getting rid of. Sexy skirts, lovely tops, undershirts, jeans, and stockings. I decide to try some of the cute things on, so I went and put my panties and bra on and came back to the bags. I pulled out a tan skirt that went half way up my thighs. Also I found a spaghetti strap shirt to try on. I slipped the skirt up over my lacy panties, and pulled the shirt over my little 34a gurly breasts. What an amazing feeling, to be all sexy, I had never been in anything more than my panties and bras up til then. I felt amazing, I put on my blonde curly wig, slipped into my 4" white heels, gave another once over in the mirror and decided to go on a quick walk. It was about 9:00 at night, and the streets seemed to be calm and quiet. I left my third floor apartment, and began my trip down the stairs. I was in heaven, walking down the bottom of the stairs dressed all sexy. As I reached the bottom step, I see a tenant shutting his car door and heading inside. There I am, like a deer in headlights as his eyes glance my way, I think he recognized me from the building because he cracked a smile. I turned to start heading back to the safety of my apartment. As I reach the second flight of steps, He is now on the first flight. I am sure that my short skirt decision is now in jeopardy, and I can feel him staring up them as he climbed the steps below me. I reach the top flight and take off to my apartment hoping he doesn't see where I live at. I'm excited at what has just taken place and feel I have gotten away with a close one. I collapse onto my sofa and just lay there, feeling womanly, and sexy. About 20 minutes later, I hear a knock on my door. I gaze through the peephole, and its him. I play quiet and wait til he leaves. Nothing happens for the rest of the night. I slipped into my new PJs and fell asleep in bed.

The next morning, I awoke to find a note pushed under my front door. It read: Wow, you were looking so sexy last night, I saw you at the front door and was turned on. Then you let me see up your skirt on the stairs, I almost exploded. If only you were home when I stopped by.........

So I think I got caught, but havent seen him sinse. Must have been visiting a friend in the building

2014-01-22 10:05:17
Alrighty girl I LOVE doing creative tngihs for my man! ANYTIME! But listen here's the thing what does he REALLY love? if he likes cars take him to something like MONSTER JAM! Love a certain band? Get him tickets! Men LOVE big events to sweeten the deal, buy him 2 tickets so YOU can go! Go enjoy what he loves. It turns a man on when your doing what HE loves! Make it about him, but add you wear something sexy, get your hair done your a woman baby you can do it!

2013-06-05 20:23:39
Mistress I gotta say, you rock this website!

2013-04-24 14:54:58
Hi Domina Dinah i am applying to be taught how to suck cock just like a sissy girl should and how to swallow without losing a drop

Thank you, sissychloe van

2013-04-06 17:57:44
greetings Head Mistress, this sissy is also very willing to be pimped out for Your pleasure. i would love to be Your whore. waiting for Your further commands M'Lady

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Daily Unique PVs Total PVs Unique In Total In Unique Out Total Out
Average 18.3 21.2 5.4 7.8 0.1 0.1
Today 19 26 5 10 0 0
Yesterday 13 17 5 11 0 0
April 19 20 22 7 11 0 0
April 18 21 23 1 1 0 0
April 17 18 19 5 5 0 0
April 16 17 18 5 6 0 0
April 15 22 23 6 10 0 0
April 14 19 20 5 6 1 1
April 13 19 23 8 10 0 0
April 12 15 21 7 8 0 0
Highest 315 2,266 24 42 6 6
Weekly Unique PVs Total PVs Unique In Total In Unique Out Total Out
Average 99.9 116.5 44.7 52.0 1.1 1.1
This Week 108 125 28 44 0 0
Last Week 125 143 40 50 3 3
Week 14 150 168 55 63 1 1
Week 13 103 112 57 62 0 0
Week 12 129 140 33 37 0 0
Week 11 96 119 43 50 2 2
Week 10 82 102 37 44 1 1
Week 09 71 97 45 48 3 3
Week 08 78 90 51 57 0 0
Week 07 57 69 58 65 1 1
Highest 1,631 10,413 97 132 17 18
Monthly Unique PVs Total PVs Unique In Total In Unique Out Total Out
Average 454.3 866.9 158.8 183.7 6.4 6.5
This Month 399 455 130 164 4 4
Last Month 430 500 188 213 5 5
February 18 279 329 190 214 3 3
January 18 332 380 213 238 5 5
December 17 371 447 161 182 7 7
November 17 388 518 146 163 3 3
October 17 494 1,091 131 159 11 12
September 17 697 1,722 153 173 8 8
August 17 559 1,657 136 165 11 11
July 17 594 1,570 140 166 7 7
Highest 6,312 36,317 302 424 50 50
Unique PVs Total PVs Unique In Total In Unique Out Total Out
Overall 125,234 519,288 8,744 11,674 1,462 1,499