October 7, 2015
sissy pegging

Sissy Pegging Phone Sex

If you have any lube I suggest you use it now! I want you to bend over for me and spread em. It’s about time for some strap-on phone sex! Being a closet fag such as yourself, you don’t have many options as far as sissification training, so I’ve decided to take a step and be your guide. My strap on is going to open up that little ass of yours so that it’ll be taking all sizes of cock in no time! I’ll use my big black strap on you every night to pound that little hole of yours. You’re going to become my pegging bitch while I teach you how to take cock. And when I think you’ve earned it, i’ll start bringing in real cocks for you to please. With some pegging phone sex you will soon be the biggest cock whore around. All of those holes of yours will be filled. As they should be. So do you think you have what it takes to be my sissy student? Can you get through my training? Well there’s only one way to find out isn’t there. Candy 888 430-2010
October 1, 2015
sissy dress

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
August 31, 2011

sissy slave as a puppy slave

Isn’t that an adorable sissy collar? I think it would be perfect for a sissy puppy slave. Think about it sissy, you’re forced to be a dog for your Mistress. You have lost all rights to walk on two legs and to sit on the furniture. Your clothing is simply a sissy collar and a leash, maybe a sweater but that’s it. It’s humiliating enough to have to wear diapers, but to be made to go potty on puppy pads or worse yet, outside? Have you ever thought about being a puppy slave? If you haven’t done so then do me a favor and think about it a bit. Think about what it would be like to have your humiliation loving Mistress tease you this way. Miss Scarlet 1-888-938-7382 $1.99 a min. U.S. And Canada $2.99 International Visa,Master Card and Discover accepted Billed as Madison Enterprise
March 16, 2011

Forced Feminization | A sissy’s post

Today I have another guest blogger. A sissy who is taking another step in girl sissy boy training wanted to let me know (and everyone who reads this) how forced feminization has changed him. Today my newest adventure with Miss Scarlet began. I thought I would take some time to write about what forced feminization has felt like for me. I’ve always been the timid type of guy around girls and even around other men. Now I feel like I fall somewhere between man and woman though. I’m not quite a girl, physically and yet I’m not completely a male. I’m simply a sissy boy. Today Miss Scarlet informed me that I would be going to get waxed very soon. That sounded bad enough, then she told me the rest of that assignment. I would be purchasing a bikini and wearing it when I go so that they would know how much hair to remove. I’ve worn panties and bras before but never a woman’s swimsuit, much less a bikini. I’m excited though, to buy one and to wear it when I go to get my hair removed. I’ve been going through forced feminization in stages. When I first started calling Miss Scarlet it was an every once in awhile thing, the sissy play. As I heard her enjoy herself with me things began to change though. I craved being feminized more and more. I still couldn’t bring myself to do these things all on my own but with her guiding me I went from an every once in awhile sissy to the type of sissy boy who buys women’s swimsuits and goes to the salon to have their hair waxed off of their body. I don’t even feel like I sound like myself but as I type this my sissy peepee is stiff inside of my diapers and plastic panties. Thank you Sissy boy for your entry and letting me know how you feel about everything as it has progressed. You’re making excellent progress. 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
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 been transformed from that of a normal adult male to that of one of Miss Scarlet’s diapered sissies.  I am kept in diapers, forced to use them, and made to endure harsh punishments and humiliations meted out daily by Miss Scarlet and her friends. I am often left confined to wet and/or messy diapers for long periods of time, my compliance enforced by locking plastic panties.  My former wardrobe of jeans, tshirts, and the like is a thing of the past, now replaced with onesies, dresses, plastic panties, and tights, all in pink and white, and decked out with ruffles whenever possible.  I spend much of my time now sucking on pacifiers, and my diet is now primarily pureed foods bottle-fed liquids.  Enemas, suppositories, and other treatments are used to make sure my thick diapers are kept wet and messy for as much time as possible, and I am allowed precious few changes to make sure my discomfort lasts for quite a while.  I have been sent out in public on humiliating assignments and shopping trips that get more and more embarrassing with every new task.  If I am sent to buy diapers, for example, I am forced to return not only with diapers, but with a note signed by the female cashier that explains how not only are the diapers for me, but they are worn as a part of my sissy retraining as opposed to a medical condition. I offer my tale as a warning to anyone who may get trapped by Miss Scarlet…  Her methods are harsh, yet effective.  Once she sets her sights on transforming you into her next diapered sissy, the best you can do is comply.  Resisting will only make it harder on you.   Though more fun for her, she delights in breaking through whatever meager resistance you can muster.  And she is quite good at it too. At any rate, I have to leave…. I’ve got a few public assignments that need doing.  But I have a feeling you’ll be hearing from me once again, should Miss Scarlet decide it necessary.” Thank you Baby Shadow for your entry. I look forward to seeing how you do with the rest of your assignment. 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