Tag: Online sissy training

Forced Sissy Training 4 my bro

forced sissy trainingIt’s only a matter of time before I give my brother some forced sissy training. He is a smaller sized guy who already looks a little effeminate to me. All through highschool girls asked me if he as gay. I would say that I didn’t know. But the more I learned about life, and sissy training. I began to suspect he was very much like our father. Is being a sissy inherited? I always noticed panties, stockings and bras going missing. I would get into a fight with my mother that my father was yanking his cock to my underwear. She would punish daddy until she told me that she was satisfied it wasn’t him. It really dawned on me one early Saturday morning. I hear the sound of a vibe coming through the walls between me and my brother’s room. I decided to creep next door and see what was going on. And as I turned the doorknob and slide in his room, I was rewarded with my brother on his hands and knees teasing his butthole with my Vibe! He didn’t even notice I was there! “Keep it.” I giggled. He was so embarrassed telling me it wasn’t was it looked like and that he wasn’t gay! “I know you’re not, you’re a sissy,” I said with enthusiasm. My brother still denies that he needs sissy girl training, but we shall see. I love forced play of a sissy whore!

He Needed a BBC Sissy Trainer

I am a bbc sissy trainer and so is my daughter. She is 18 now and wants to be a sissy trainer and dominatrix like her sexy mommy. She has shared some of my BBC lovers with me over the years. And I have shared quite a few of her black boyfriends with her over the years. Last night, one of her black boyfriends was over when I was training a sissy. This sissy has never expressed interest in black cock or any cock. This sissy just wants to dress up and be my sissy maid. That all changed when my sissy went upstairs to use the bathroom and walked by my daughter’s room. She did not have the door completely shut and my sissy bitch saw her sucking on her boyfriend’s big black cock. My sissy came back downstairs and started drilling me about the guy upstairs. His clit stick was bulging in his nylon panties. I excused myself for a moment and came back with my black suction cup dildo. My daughter’s boyfriend is not into guys at all. But I know plenty of black men who think any port in a storm will do. I texted one of them that I had a sissy bitch who needed stuffed. While I introduced my sissy to my black dildo, she came alive. She was no longer interested in being a sissy maid. She wanted to be a black cock sissy. Well, she was in the best company because I am the best sissy trainer for BBC faggots. She sucked on my black dildo for awhile before she asked for the real thing. That was on its way. My black lover arrived 20 minutes later and broke in my sissy’s ass with the real thing. Nothing feels better than a real BBC in a sissy’s ass. Or my ass either. And just like that as sissy went from a maid to a bbc sissy faggot.

Joy To The World!

Sissy Training

The end of the year is the busiest time for a sissy slut trainer like me! I talk with all my sissies daily about their holiday party outfits, gift choices and make up combinations. I even spend time talking about cock sucking quotas. That’s right, my sissies are extra giving during the holidays, they are excited to get a cock sucking quota of at least ten fat cocks a week! They linger at the gym, at family gatherings, after work parties and at gloryholes waiting for their opportunity to suck a mean dick and tell me about it later, they know I live for the dirty details. Why do they do it? Simply because they know that Mistress Raine wants her sissies slurping and deep throating all December long to bring joy to the world!

Mistress phone sex with Miss Remi

mistress phone sex

 

Mistress phone sex is my favorite way to have fun! I love telling stories about what I do with my sissy bitches. Last night, one of my favorite little, sissy sluts came over to see me for some kinky play time with his favorite mistress. I had a date planned but this sissy bitch is such a good cock sucker and such a cum thirsty, little whore that I just had to use his slutty mouth. I had him suck and stroke my date’s fat cock until it was rock hard and throbbing for me. I got so turned on watching his throat getting fucked so hard! He watched me ride that massive, fat fuck rod until I drained my date’s balls into my hot cunnie. My little cum slut  was begging me to lick up that creamy load but I made him wait. I wanted to feel that creampie drip out of my hot pussy while he cleaned my date’s cock off with his dirty whore mouth. I even got a hot video of my cum slut, sissy bitch licking my pussy clean while my date pumped him full of cum! I’m going to be watching that while I wait on my phone to ring.

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.

Sissy Adult Diaper Lover

sissy phone sexI have the cutest little sissy who is an adult diaper lover too! I have been working on that part of him that needs to be nurtured and cared for and wearing a big stinky diaper for me. I call that a two-for-one when I get a sissy who needs to be humiliated in a diaper. That’s a two-part humiliation my loves! I just love feminizing a man all the way down until he is now a little girl in a fancy pink on it and a little pink bloomers with a big bottle full of cum juice right in his little cutie pie lips or should I say her lips? And that little dicky poo is just a cute little clitty tucked away in a diaper. And being a sissy trainer / Mommy I know that it’s important for my sissy to get as much nourishment as possible! Cum and cock and mommys milk provide that! Especially an ABDL diaper loving sissy little girl! And my boyfriend has a big black cock that he doesn’t mind using as a bottle so that my sissy can drink right from the tap! Are you supposed to sissy who loves diapers and needs to be humiliated?

Sissy Girl Training For a Fairy Princess

My caller wanted Mistress sessions with me. He knew I specialized in Sissy girl training. Fairy Joe didn’t wat to succumb to her true fate of being a sissy fairy princess. She was so very reluctant. The thing is, the choice of panties sissy Joe wore told me all. He said he just liked how they feel.

I know panties, silky panties feel nice on those dicklets. It’s true they are stimulating for the squirties. The thing is, silky panties come in all style and colors. When you choose the frilliest of panties in pink your secret is out.

Sissy Girl Training

My fairy princess sissy Joe is coming round so well. He is succumbing to the sissification and embracing her girliness. I make her up with pretty colors on her whore face and make her wear pretty bras with silicone inserts. She gets waxed and wears pantyhose. We dress Princess Joe so pretty and I take her to the club.

Forced sissy training

Sissy Fun With 2 Mistresses

Sissy girl training Mistress Gypsy and I always have so much fun playing with our beautiful sissy slut TJ. This Christmas we have something special planned for bringing in the new year. Mistress Gypsy got a brand new, purple, double-sided strap-on and we’re going to dress our sissy cum slut up real nice and pretty. Then we’re going to do a sexy homage to Sweet Gwendoline photo shoot starring our favorite girl! We also picked out a gorgeous deluxe pink chastity cage for her little clitty. It’s going to be so sexy watching Mistress Gypsy deepstroak sissy TJ’s tight man pussy while the other side of that purple strap-on pushes deeper inside her cunt. I’m going to love seeing our sissy slut with her pink lipstick all smeared from licking and scooping all the creampie out my slippery kitty while she takes that purple dong right in her fuckhole. We’ll fuck our sexy slut until her clitty leaks yummy cummy through her cage. Then we’ll make her clean that ten inch purple dong on both ends. She’s the perfect sissy cum eater to dress up real pretty and play with. We will train you to be an obedient, perfect, cum-guzzling sissy slut too.

Taboo phone chat

 

Best Sissy Trainer Loves Fucking

Best Sissy Trainer

Bend over and take big black cocks for your mistress Marissa. You are to be in proper attire from now on but I’ll tell you what that is soon enough! Only the best kinds of sissy faggot panties for future reference of course! now down onto your knees and open that faggot mouth. Yes, nice and wide or me. You’re going to practice your cock sucking while you are away from me and I want to hear the practice every time you come back to me. Maybe you will be rewarded with bigger dicks. Now then, be a good faggot and start getting ready. dress in what you have and bring your biggest dildo to ride and fuck on for me!

Humiliation phone sex with Miss Remi

humiliation phone sex

 

I had the hottest humiliation phone sex with one of my favorite, little sissy bitches last night. She called to tell me all about what a little cum whore she’s been and all the fat, massive dicks she’s been draining with that slutty mouth of hers. This pathetic, little whore has such a tiny clittie, she 

has no choice but to be a cum slut, sissy bitch. My hot cunnie was soaking wet after hearing about my slut bitch getting her dirty whore pussy packed with cum! I love knowing my little cum princess whore was on her knees, rubbing her tiny, sad clittie through her silky panties and swallowing thick shots of cum. She calls me every time she gets fucked like a cum dump slut, so that I can tease her and laugh at her for being such a pathetic cum slave!