sissy Sexuality

sissy sexuality

"I swear ive never had this urge before 'Mam.  For doing anything like that. What is happening to me?"

Sounds like you've been training at the House of Sissify!

Ooh!

Wanking

Masturbation 101

sissy mimi will do masturbation differently from now on as instructed by the House. sissy mimi will do it joyfully! Never feelings of guilt! ...
Pink Dildo

There’s no going back from here…

This sissy girl has been trained by he.r Wife for the past several months and was subscribed by Her to really push this sissy’s limits ...
masturbate!

One finger one thumb keep moving

daisy has never been able to tell others about her sexual habits and thanks everyone at the house for giving her the confidence ...
Wanking

It’s Not Self Pleasure, It’s Self Control

Control. Respect. Appreciation. These tenets shall be the foundation of this sissy's journey into true submission ...
Anal Submission

Brandis exploration of h.er own pussy

s.he has no urges to touch h.er clitty in a sexual manner, h.er pussy is her sexual instrument and she loves it when it is played. s.he knows there is no going back to not having a pussy, and s.he ...
cunnilingus

Worshipping with sissy’s mouth and soul

Experiencing how powerful it is to give pleasure without any thought of receiving any is one of crissy’s favourite lessons towards transforming into a good sissy ...
Masturbation Schedule

Elementary wanking

Having obtained h.er Master’s permission to wear pretty frillies for the day instead of h.er usual latex maid’s uniform, s.he put on h.er newest pink chiffon-and-lace bra and panties ...
Mistress

Not Just Paying Lip Service

Cunnilingus has been an assignment vesi has been looking forward to. In a sense, s’he has been years in training. s’he had long been a submissive before transitioning into becoming a sissy ...
Fellatio?

Slurp Suck Swallow, Repeat

Now, after this assignment report is submitted, this sissy is ready to freshen up an go wear out he.r knees at another gloryhole ...
anal sex

Back in the saddle

Since getting he.r “special day” schedule it has become so important to re-introduce he.r to her plug ...
sissy erins cocksucking practice time

sissy erins cocksucking practice time

Centimeter by centimeter this sissy is enjoying the feeling of fullness in her mouth and throat, she is now up to 10 centimeters! ...
janielle with a cock

sissy sucks a cock

sissy janielle is very happy to submit her report on cock sucking. The gentleman was known to janielle as a friend of her Mistress and was invited to visit after dinner. Since her Superior does not like to do oral ...
cunnilingus

Checking Multiple Boxes last Night

scarlet is so satisfied this morning, she is almost floating around Misses lovely home. As a treat for signing up and completing my first assignment Miss gave me a “large” reward ...
Wanking 101

Falling in Love with sissy’s Special Day

Dear Madame Stewart and the House Superiors, One of the first things crissy did when s.he joined the House was to sign up for he.r Special Day. Unlike many, this sissy was raised by a parent who was supportive of ...
sindri

Oral Bliss

sindri doesn't usually write he.r reports right away, much to he.r detriment at times. This time though, it just felt right to make a quick report right away! ...
anal

Anal Submission: Young Years of Discovery

Reading these lessons about the steps to awakening a sissy's attitude toward he.r own vaginal possibilities brought back vivid memories to this gurl ...
anal submission

Anal Training and Submission

So far, s.he feels that the more s.he focuses on h.er pussy the more s.he feels like a girl. s.he even sways h.er hips now more when s.he walks around in public! it feels a little bit naughty and definitely ...
deedee

thinking about anything other than being full is difficult

sissydeedee has spent many many years working on achieving a sissygasm ...
lily is in heaven

lily is in heaven

lily is in heaven when after a long and sensual massage, Mistress orders her sissy slut to provide Her an orgasm with her tongue and lips ...
Plugged

The delicious feel of a plugged pussy

This little slut has been always been obsessed with her boy pussy. s.he loves touching it, tenderly playing with it whenever s.he has time ...

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sondra

It is now almost three months since my Wife and i have begun reading your site, and it has made a radical difference in Her approach to my feminization. She has decided, much to my humiliation, that i must be… Read more “sondra”

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