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
August 7, 2011

sissy boy hypnotized to suck men for Mommy

You’re getting used to being dressed as an overly girly girl. What you haven’t quite adapted to yet are these urges you seem to be getting. I have my male friends over and you feel a tingling in your panties as you wonder what they would look like standing over you with their cocks in your face. Each night as you drift off to sleep Mommy has been playing her special CD to help you understand and accept what she wants from you. What I want is to make you a sissy who sucks cock. All of the softly spoken well hidden messages in your music is about you making Mommy pleased by sucking in front of her. Mommy Scarlet
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 in the deviant direction. Leave a comment if you think Janine needs to listen to her Mistress and become a panty wearing ball drining sissy boi please. Mommy 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 forced feminization phonesex
June 9, 2011

spanked sissies

Now I would hate for one of my sissies to get into trouble and embarrass themselves when they had to be spanked by someone who wasn’t Mommy. That’s why I don’t hesitate to spank and punish my sissy boys. Sissy boys that have been in my care know that I don’t hold back when it comes to giving much needed spankings. A lot of problems could be solved if sissies were just punished for acting up and put through training. If you’re a sissy baby and you’re reading this while shaking your head no to my suggestions then you’re probably in need of the most spanking.
May 8, 2011

anal worship

I like for my sissies to do lots of things. One thing I don’t talk about a lot though is ass worship. It’s something I like to engage in with sissies and abie boys too. If it’s done right (and it will be if Mommy teaches you the proper way to pleasure her) then it is amazing. Would you like to be bound to your crib or changing table and forced to worship Mommy’s ass for her? If you do a good job and make Mommy really happy I might turn around and ride your peepee afterward so you want to try your best at it. Mommy 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
April 5, 2011

Chastity and Locked in Diapers

I’m digging out the chastity belt for my sissy abie and other abies that I talk to might find I have a renewed interest in male chastity. I’m not quite sure what brought it on, but playfully teasing men in diapers who are also locked away in chastity belts is on the top of my list of what I want recently. Those who have played with me know how much I love to put sissies into locking plastic panties over their diapers and now they know I also love chastity play too. In my opinion it wouldn’t be fun to do it non stop without any breaks, but if the sissy gets out every once in awhile (especially if he is unlocked but doesn’t get to orgasm) it strengthens the submission and the bond. If you’re just locked in it indefinitely it would lose the excitement. Miss Scarlet 1-888-938-7382 Fetish Phonesex $1.99 a min. U.S. And Canada $2.50 connection $2.99 International $2.00 connection International Callers dial (714) 442-2402 Billed as Madison Enterprise 18+
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
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
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