Category: Sissy slave training

Taboo Phone Chat Gets Dark For Bad Sissies!

Taboo Phone Chat

All sissies get to endure my taboo phone chat role play when they misbehave and my dark side comes crawling out of the depths. I will bend them over a breeding bench, and have a huge fourteen inch fuck machine come in to act out my rape fantasies on their little assholes. Meanwhile, they’re being force fed hot cum straight from my Cum Cow farm, and I’m torturing their poor little clitty. Consider it your second circumcision but this time, it’s going to fucking hurt a lot worse. Let’s shave off that last inch or two, and leave you with a flat little piss hole! Go on, get the grinder so I can end what’s left of your “boyhood” before we forget you ever had balls for good. Oh your balls! Yes, those come away next. Let me get my sewing scissors.

BBC Sissy Trainer Heaven

BBC sissy trainer My little sissy cum sluts are trained to be the perfect BBC cum whores just like their sexy Mistress. I put my sissy on a leash and caged up his tiny clitty. Mistress Heaven has a surprise for this sissy slut. “I have a surprise for you that I know you’re gonna love my beautiful sissy,” I told her. Before she could ask any questions, I commanded that she open her big mouth nice and wide. I completed her slutty leather outfit with a new toy, a slave punishment mouth gag with nipple clamps. Her pretty red lips looked so plump and sexy in her new toy. “Assume the position” I instructed. My obedient sissy slut bent down and got on all fours. I pulled out my next surprise, a huge hollow tunnel butt plug. I inserted it into her tight sissy asshole. She whined and tensed up. “You better get used to the feeling of having your tight little man pussy stretched open babe. All good sissy pussies are always wide open and ready to be used at any given moment.” That’s when I brought in my final surprise a BBC friend of mine who just happens to love breaking in new sissy sluts. “You’re going to be the best sissy and lick my sweet pussy while my friend fucks your boy pussy with his giant black cock,” I smiled. I spread my legs for my sissy as my friend rammed his cock into my sissy’s hollow asshole. My pretty sissy obeyed my instructions while her tight ass got used and fucked. She sucked my wet pussy as my friend’s massive cock filled her juicy, stretched out man pussy with hot sticky BBC nut sauce. “Let my beautiful cum whore clean you all up, friend,” I told him. My friend nodded and pulled his hard, shiny cock from my sissy’s wet asshole. He removed the mouth gag and replaced it with his BBC. “I want that dick all cleaned up, sissy,” I directed. “You’re going to be a BBC pro by the time I’m all finished with you,” I smirked.

The Best Sissy Trainer for Christmas

best sissy trainerGive yourself the best sissy trainer for Christmas. The holidays are right around the corner, and you deserve something for yourself right? It can even be our secret. I have plenty of closeted sissy boys. Most of my sissy callers and clients are married with respectable jobs where imagine is important. What happens with us during our time together, stays between us. Unless you piss me off of course. I have a private sissy client I see in real-time. I have known him for over a decade. He was my divorce attorney. One of the best in the industry. I saw something in him. He knew what I did. At that time in my life, I was not doing sissy phone sex yet. I was a dominatrix. My ex-husband was trying to blackmail me into getting custody of our offspring. I knew if he got custody, he would send our sissy boys to some alternative conditioning school where they could not be themselves, so I hired the best lawyer. He became one of my first sissies. We have had a decade relationship, but he recently tried to black mail me into free training. Like that shit is going to fly. He had no power over me. Being a sissy trainer is not illegal. My sons are trans, and young teen boys, no one can take them away from me. He was trying to black mail the wrong woman. I have nothing to lose, but he has everything to lose. I sent him an email of him in frilly pink dresses and bonnets getting spanked and sucking cock. Over 10 years together, I had a ton of photos. I told him one push of a button and I would send them to his firm, the American Bar association and his wife. I am severing my relationship with him too. I mean you cannot blackmail woman who is providing you with sissy training and not expect her not to fight back. I am a nurturing and sweet sissy trainer, until you cross a line. Then you will pray you had never met me.

Sissy Phone Chat for the Holidays

sissy phone chatTis the season for sissy phone chat. Give yourself the gift of a sissy trainer this holiday season. My sissy sons love Christmas. They have some extra sexy little outfits this season to wear. I had them fitted for red velvet sissy dresses with matching bows. They look like sissy twins. The are identical twins anyway, but each has a little different style which helps folks tell them apart. One prefers the classic sissy looks: frilly dresses, fluffer panties, Mary Jane shoes and white ankle socks. My other sissy boy is more dramatic. She is a glam sissy. She likes bright colors, bold patterns, big hair, bold makeup. She loves my 80s clothes and has adapted and repurposed most of the things I have given her. They wanted pretty Christmas outfits for their school holiday dance. It is a formal dance, so I knew red velvet was the way to go. I love dressing them for school dances. They go to an arts school, so lots of LGBTQ boys and girls just like them. Last night, I was finishing the touches on their dresses. I had to make a few altercations. One of my lovers was over. We were fucking, drinking wine and he was helping me with some holiday decorations. His dick came back to life when he saw my sissy twins in their pretty red dresses. He knows they are sissy girls. Some of my lovers do not mind fucking my little twin cock sucking sissies. This guy, however, has remained adamant that he is only about pussy. He changed his tune after seeing how pretty they looked. How femme they looked. I am a great at femboy training. My sissy twins bent over, flipped up their skirts and pulled their ruffled panties down around their ankles. They spread their sissy cheeks. My lover spanked their bare asses, before fucking their sissy holes. After they got fucked like good sissy sluts, I needed to clean the cum off their pretty new school dance outfits. I can get cum out of anything. We had a nice evening. I got to share my big dick lover with my sissy girls. They may have out shined me momentarily. I am never out shined for long, however. I know how to take care of big cocks, which is why I am so good at sissy training.

Be My Little Sissy Baby Doll?

Best Sissy Trainer

When I get really bored I love playing dress up with my little doll baby sissies! Mistress Raine is the best at playing dress up, one of my favorite ways to sissy train is to talk outfits. Of course there is an endless combination of colors, fabrics, accessories, hairstyles and make up out there to be tried for each of my darlings. Only the best will do for my baby dolls, I make it easy to walk into a store and know what exactly will make your inner slut shimmer! When you are being trained by Mistress Raine, know that you are my beautiful little china doll with the most pretty clothes and accessories for me to play with. I’ll have you dolled up in no time ready to hunt for a big cock to fill your new confident sissy pussy!

Sissification Contest With My Perfect Sissy

Today I had the most fun with my Sissy Tj she was used for a good Sissification contest. I dressed her up in a pink chiffon rob with pink feather trimming her chastity belt, pink knee-high stocking and white heels. I wanted to show how well of a Sissy training TJ has had so I made her clean my nut filled cunt and I made her lick it all clean. While she licked and scooped the nut out of me with her tongue,

Sissy slave training

I had my BBC friend stick his throbbing in her tight little man pussy to show how well she can multitask and take cock. Oh boy! My sissy Tj did not let me down she cleaned me so well and fucked that Big Black cock like a good Cum Dump. We didn’t stop until we both came hard, and my sissy was all filed up and dripping with lots of cum. I know I won because sissy Tj is perfectly trained.  

BBC Sissy Trainer for Christmas

BBC sissy trainer

Are you a sissy who daydreams about big black cocks all day long, but you’ve always been too scared to go to town on one of them? It is a very good thing you stopped by my blog because you need a BBC sissy trainer like me. Trust me, I’ve taken my fair share of black dicks and I would be happy to train you to be able to take one like you were born to do it. And not just in one of your holes, but in both. You must be able to do that or you’re never going to find a black man who will want to fuck you.

Just imagine how amazing it is going to be when we’re on the phone and you’re getting your lessons. You’re going to need a big black dildo and a fucking ton of lube. I hope you can get your legs over your head because you’re going to need to be flexible to do everything I’m going to tell you to do. But it will all be worth it and, in the end, you’ll be getting fucked in ways that you’ve only ever imagined in your most naughty sissy dreams.

Cream pie, Sissy Training

sissy trainingYou need the taste of your own cum, and this sissy training, sexy slut wants you hooked on it! I think the humiliating aspect of it with a beautiful, dominant woman like me forcing you to cum guzzle appeals to a fucked up perverted bitch like you! All you want is that warm cummies drank down for me! Your wife would be so shocked to know how much her husband enjoys tasting his own dick juice, wouldn’t she? Well, we all know she loves to drink other mens cum, and be fucked by them.

I mean, your cum load isn’t much by quantity is it now? Little dicks don’t spurt much, so it’s really like a tablespoon of clitty juice! I like her, would much rather be fucked by a large and in charge cock that gave me a nice coating down my throat or up my sweet tight little pussy! Your wife and girlfriend both enjoy your mouth on cum filled cunts and you pretend like you have no idea your eating a cream pie!

Maybe you can cream on top of a BBC and taste both cum loads mixed together for me! Get on your knees and suck it right from the source, big black dick, bull white boy cock it really doesn’t matter to me as long as you’re in the sissy bitch position and sucking a dick! Now put that mouth to good use and get your sissy slave training done for me!sissy slave training????

Walking My Sissy Slut Bitch

Sissy girl training

I was taking my sissy slut for a walk today, I dressed her up in her sluttiest dress with no panties on and her favorite chastity belt on. I put my sissy slut pink collar on and studded leash. I was going to walk her like my dog bitch she is. We are going to go to the park and find a black bull for my sissy to milk with his mouth. After a few moments of walking my sissy bitch, a handsome black man asked if he can pet my bitch. I said “yes” and he pulled his big black cock and started petting my sissy bitch with it, rubbing it all over her face. I told my sissy to be a good slut and open her mouth and let him stick his BBC down her throat. As she sucked his cock, I could not help but feel proud. My sissy slut is a perfect trained bitch. She swallowed every drop and we continued on our walk. That is why she comes to me for her Sissy girl training. 

Sissy Training Audio Mistress

sissy training audio

Hello there, my little sissies. Are you ready to call me and hear the sissy training audio that you’ve been dreaming of? I love to feminize men who were meant to be gorgeous girls. From the dressing up, makeup lessons, and the tips you’re going to need to be able to take big cocks, I’m totally here for you. As I’ve said before, all I ask of you is that you are obedient and do what I say, and I’ll rock your world like you never imagined possible.

So, I want you to tell me what it is that you’re looking for from sissy phone sex and I’ll give it to you in spades. Do you just want to dress up and play with dildos? Sissies like you are so much fun because I get to be the one to wield the dick. Your pussy is going to be so fucking satisfied – more than it ever has been before. But if you want to go the route of taking a real cock (or maybe more than one) that’s fun, too! I can cheer for you and tell you that you’re doing a good job while you get impaled on a piece of meat. Call me and tell me what you need, and I’ll make it happen!