Category: Femboy training

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.

Sadistic Fucking For A Pain Slut Like You

Sissy training

Men come to me for some sadistic fucking. I know they love cock and ball torture so I tie their little cock and balls up to his hands.  I will use some metal weight clamps to clamp to your tiny balls and see how far down I can stretch them. Your cock loves it when I hurt it. I will stick some pins, one on each side on your cock starting at the base. When I get to the head your cock, I will push one down your hole. While you stand there pinned up, I will paddle you with my big wooden paddled until your ass is ready and swollen. If you don’t flinch, I will pull the pin from your hole out and bend you over. Ill shove my big metal dildo up your ass and rough fuck you until you bleed out. You’ll beg for me to let you cum and I will take my time to pull every pin out of your cock as I pound you until I finally let you cum hard from that little bloody dick.  

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

 

I’m Your Sissy Slut Fairy Godmother!

Femboy Training

When I train my little sissies I always tell them to suck cock and get fucked as if I were there cheering them on! All my little sluts know that it’s better to bite off more than you can chew than be a cowardly sissy who can’t take a cock! I instruct with the intention to make my sissies the best cock fucking and sucking little whores around. My sissies are the prettiest, smartest and most slutty little cum dumps any man can have in their beds! I’m so proud of my little baby dolls when they tell me they hang out at glory holes and truck stops waiting for their opportunity to be used and get drenched in cum. If you are a blooming little sissy who needs the guidance of a real whore, call me! Miss Raine always satisfies!

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!

What sissy boyfriends are like

Best sissy trainer

I need a sissy slut companion who will be willing to join in on my crazy sex ventures! I like when I have a sissy boyfriend because sissy men are bitches and I like when a man is my little slutty bitch! I get to mistreat him, beat him and cheat on him right in front of him and all he does is watch and get fucked with me! No matter how much I mistreat my sissy cunt boyfriend he will always crawl right back into my bed and cuddle me with love and care! Sissy boyfriends are the best because they bring you  breakfast in bed without you even asking him to! Sissy boyfriends are the type to pave the road for you so you can have a smooth ride! They are really awesome like when we go shopping he tries girly clothes on with me so I don’t feel left out! Sometimes I put a leash on him when we go to the mall in case a bitch wants to steal my dumb bitch of a sissy slut from me!

Stacy Goes Shopping

mistress phone sex

I just must tell you about my little sissy Bob… I mean Stacy. Stacy is in the early stages of training and doing nicely. We have already had her body waxed so it is nice and smooth. Stacy cried like a little bitch the entire time though and it was pathetic. With every pull of the wax Stacy whined and I loved it. Anyways, now that my little sissy slut is all nice and smooth it was time for some panty shopping. I took her to the mall and went into Victoria Secret. Stacy’s eyes lit up with excitement until I told her we would be trying the panties on.

Embarrassed but knowing what happens if she disobeys me, she went into the dressing room. I told her to put them on and step out so I can see. Of course, the mall was packed and reluctantly Stacy stepped out in those pretty panties. She looked marvelously smooth, but I could see her little clitty was sticking out too. I laughed as the rest of the customers stared and whispering. One girl even took pictures. I was loving that Stacy’s face was turning so red and her clitty was leaking into the panties. A few minutes of humiliation went by, and I allowed her to go change. Now off to the dress store.

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!

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.