January 31, 2020

Sissy Princess Pottypants Gets Fussy

ohnny wanted to get up, wanted to spring out of the crib Aunt Brenda just placed him in and yell at her, tell her that she couldn’t tell him what to do! He really wanted to tell her that she couldn’t turn him into a sissy baby and call him Princess PottyPants… but last time he tried that all he got for his trouble was being put over her lap to get a spanking that still had his bottom sore from two days ago. He couldn’t believe that all this […]
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 […]
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 […]
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 […]
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