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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 to push you back and slide these panties onto you, and then the bra, both frilly and pink. I’ll slide some cute stocking up onto your legs, slowly pulling them all of the way up, then I’ll put you into a pair of hot pink high heels. After you’ve gotten used to walking in those tall stilettos, it will be time to put you in a short pink dress that ties behind your neck… Looking beautiful already, now it’s time for the fun stuff… xoxo Brittney 888-430-2010 
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 and get spanked or worse, but I always learn a lesson. Lately I have been getting fewer spankings but my assignments are more difficult. That’s just how it seems to go as my sissy training moves forward. I want to say thank you to Miss Scarlet for helping me and for allowing me to post. I also want to say thank you to all of the sissies and others who read my blog post. Curtsy Sissy Boy Ginger
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 to assist in the process. The next thing you know you’re being strapped to the changing table and you see the enema bag above your head. Sissy whores getting ready to undergo submissive anal training must be cleaned once they’ve been waxed. Your legs are pushed up and your ass open wide for all of my friends to see. I tell you to relax as the nozzle is inserted into your ass. It’s not so bad since you’ve been getting enemas regularly ever since I took you in as my sissy diapered slave. You feel the familiar feeling of the enema doing it’s work. Once you’ve been unbound from the changing table though you notice Mommy and her friends are all nude except for their panties. Ordinarily this would be a sight you would enjoy. Unfortunately this time over the top of our panties we each have strap on dildos of varying lengths and girth. Now you’re bound over the spanking bench with your freshly waxed cleaned sissy pussy up wide and high for all to see, and use. We discuss among ourselves how much we think you can take. Anal training is starting for you today. Miss Scarlet 1-888-938-7382 $1.99 a min US & Canada, $2.50 to connect International Calls are $2.99 a min. International Callers use- 714-422-2402 Billed discreetly as Madison Enterprise