January 21, 2018

Forced to be a Diapered Sissy

I really do hope that you aren’t too fond of your balls, dear, or your cock for that matter.  Once I’ve started your forced feminization phone sex, you won’t have much use for them at all. I will turn you into a full-fledged sissy…and for an extra helping of humiliation, I’m going to tuck you into a thick adult diaper. It will be awfully funny to see you finally walking as if you have something substantial between your thighs! I will have you completely decked out in stockings, a frilly […]
October 1, 2015

Training My Sissy

I’ve got something special planned for you tonight, so why don’t you start by coming over here and sitting on the bed? I’m going to make you feel like such a pretty girl tonight, and you’re going to love me being your Mistress. It’s time to start the feminization process of your Sissy training; and I want to begin with getting you into these cute little panties and matching bra! So pull off your clothes.. and hurry up, or you’re going to get a hard spanking. Once you’re completely naked, I’m going […]
February 14, 2014

Valentine Heels

Aren’t these adorable?  Perfect for this special day!  Can you imagine finishing off that special Valentine’s dress with these?  I can see it now – a sweet little red dress, hair swept up in a cute red bow, and lips painted a very sultry red!  Quite the fashion statement!  Oh, and did I mention that it wouldn’t be me wearing these, but you?  NO? How silly of me, heehee!  But you must admit, you being a sissy and all, and a sissy that I insist should always look their best, […]
September 6, 2013

Fully Fledged Sissy

I absolutely adore this art form.  It is beautiful, isn’t it? The tradition is for brides to have their hands and feet done in a Mehndi design in henna.  I love the idea of it launching a girl into womanhood.  I think it would be a lovely thing to have done to a sissy who has gone through all of her sissy training and is ready to embrace their girlie, sissy identity.  Wouldn’t you feel extra special garnishing such intricate, beautiful designs?  Then everyone would know that you were a […]
October 7, 2011

sissy boy Ginger

I asked Miss Scarlet if I could write a blog for her to post and she has agreed to let me post on Diaper Sissy. I’ve been a sissy boy for many years and a sissy baby too. When I first started calling phoneamommies I was just curious about being dominated by a strict Mommy. Now I know it is what every sissy needs. At least it is what disobedient sissies need. Miss Scarlet has been helping me learn to be a good sissy. Sometimes I have to be corrected […]
July 5, 2011

sissy whore

I know of an adorable sissy slut who we’ll call Janine. Janine is not her real name, or his real name, but using the name Janine protects the whore. Janine always wants his Mistress to expose him, to humiliate him and to turn him into an owned whore. What I am hoping is to break Sissy Whore Janine and to turn her into a Tgirl Cock Sucking Jizz Junkie before he knows what hit him. She has the look,s my god she is gorgeous. Now she just needs a push […]
March 8, 2011

Strapon Domination

Well now Mommy has had you removing the hair from your clit area for awhile now. You protested but that was quickly stopped by a thick gag and much needed paddling. So you’re told that Mommy wants to take you and wax your sissy pussy area. In other words her sissy is getting his fuck hole waxed clean and smooth. Don’t worry too much about the pain because your complaints aren’t going to stop what’s happening. You think the worst is over when a few of Mommy’s girlfriends come over […]
February 14, 2011

Sissy AB Training

We have a guest blogger today. A subbie in sissy training completed an assignment, part of which is to write a blog entry about his sissy ab training. Enjoy “I have been instructed by Miss Scarlet to write a blog entry for her detailing the treatment I have been forced to endure at her hands as a result of my recent enrollment in her Sissy AB Boot Camp.  It wasn’t my choice to be here, but it seems I don’t make a lot of choices anymore.  My life has slowly […]
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