1,510 results for sissy training

Best sissy trainer makes your worthless cock into a sissy clitty

The Best sissy trainer like me will turn your worthless little dick into a sissy clitty. “First I will show you your place in the world” I say to you. Then I hand you over a pair of pink panties. “Put these on bitch, it will make you look half decent” I demand of you as I laugh. Once you have them on, I instruct you to get on all fours. “Thank me with every spank of my paddle” I say before I spank you. Then my paddle hits your ass.

“Thank your mistress,” your pathetic voice shakes as you Thank me over and over. Part of your training is to clean up messes and entertain my guests. That is why I open your mouth up and shove your face to my guest crotch. Lucky for you he had a big black beautiful cock. Perfect for a sissy bitch to milk. “Suck his cock until it is drained” I demand you to do. So, like a bitch that wants to be owned you do as I say.

Best sissy trainer

You suck his cock until you choke. Even after I keep spanking you, you keep sucking. “You learn quick slut” I say as you keep eating a big black dick. Then I spank your clitty. “You love the training you are getting” I humiliate you and say. Finally, you get a mouth full of nut. “What a good bitch you have been, your training will go perfectly” I say as I pet you. That is what Sissy slave training is all about.

Sissy panties are used as a cock ring or a gag, choose one!

Sissy pantiesSlave boy Quinn earned himself a hardcore cock torture after a day out on a shopping spree for some new Sissy panties… He is lucky they didn’t have a small spiked ball crusher domme toy in stock nor an inverted cock cage. Not too lucky after all since Goddess Brielle always thinks of alternative ways to enslave useless sissies like him. My bitch is always on his best behavior, but sometimes he can get a little shy and find himself falling short of perfect.

Brielle doesn’t accept excuses!

He knows when he is given a task he is to do as he is told or suffer severe consequences. As is he didn’t order the inverted cock cage with pussy lips to cover his nubby as he was advised. This is exactly why I made sure it would be impossible for him to use his cockette in any way for the next few weeks. He should have known by now that I, Phone dominatrix Brielle am not one to play with… I guess sometimes he needs a refresher!

His peenie may be pathetically small but I am very possessive of his nub…

Sissy slave trainingI am making it so that he can’t even use his cockette on his wife anymore, the only person he is allowed to orgasm and rub his widdle nubby with now, is me. He forgot to shave before our session and didn’t have a waxing kit or razor, so I figured the best way to rid the bush covering his peeper was to burn it off. We drenched his cock in vodka and I sat back and watched his nubby engulf in flames. A gag ring was placed in his mouth to prevent him from being able to close it during throat training!

From this day forward Sissy slave Quinn Guerin; will strictly receive sissygasms, only!

His big balls and second belly button will be placed in a very tight cage… When he orgasms he is to gather his cunt juice in a shot glass and swig back his shot of semen. Next week, during Sissy slave training he will be spending his time at a state park on his knees in front of the men’s room holding a cardboard box sign that reads “Fuck my face, for free” while gagged and dressed in a sexy pair of crotchless panties and a nice bralette that will show off his best feature, his natural Big tits!

Quinn will never think of experiencing typical cock ejaculation again…

BBC sissy trainer in need of an accomplice or a new cucky toy!

BBC sissy trainerI am in need of an accomplice BBC sissy trainer for all my inferior cucky boys. The best way to put a sissy bitch in it’s place is by having the proper superior black man to help me. My little slave boys are so delicate and superior they just love a big strong black man to let them know who’s boss. Every couple months I post online with some new pictures of myself in hopes a superior black daddy will message me for some play time. Not only do my sissy boys need to be put in their place with some training; I am also a black cock slut and need a big dark shaft inside my holes.

If you need a Taboo phone chat with a blonde mistress whore you better call me now. Are you a sissy ready to please me and a black daddy? I am even in the mood to talk to a superior black man who is ready to fuck up a sissy bitches life. I get so wet and cum so hard when I have a fun accomplice ready to break down some loser guys. Shout out to all the boys who need to be trained into this lifestyle. Stare at my big tits that are way too good for you and imagine them bouncing as some big dark man is slamming inside my warm wet hole. 

Then imagine yourself getting on your knees and lapping up my cunt after it is pumped full of that messy spunk load!

Sissy Phone Chat with Slut Hubby and Wife

Sissy Phone chatSissy phone chat is all you ever needed. Look at yourself in the mirror? Aren’t you happy with the little sissy bitch you have become. I’m going to take off this dirty lingerie set I have on right now. I just got done taking big dick, you know, the same big black dick I make you beg for, but today is your turn. My big dick king wants to see you in that used, wet, nasty lingerie set, and he wants to see your pretty sissy legs in those sexy red tights.

You feel all that wetness in those dirty old panties? Now I want you to rub all over your sissy bitch pussy pocket. See how it feels to be a real slut with a wet pussy? I forgot to tell you one more special piece of information about today’s events! Your wife is going to be here not only find out about your sissified secrets, but she is going to take this big dick with you. Today, you slutty bitches go from husband and wife to my slutified, nasty, sister wives.

Now, tell your sister how you have been soaking up all this sissy slave training and how I’ve feminized you into my cock sucking, cum guzzling, big dick taking bitch. Tell her how I’ve been draining every dollar you got and how you’ve been giving me whatever I want whenever I want. Look at my pretty motorcycle in the picture, she probably notices it looks similar to the one you have at home. HaHa stupid whore, its mine! I made him give it to me! Lastly, tell her about how your reward is to get fucked by my big black dick strap on or how sometimes I let you get a taste of the real thing. Look at you stupid, bitch wife. Dumb hoe had no idea how big a sissy simp her hubby was.

Now get down and spread those asses wide. Let this big black dick fuck you sluts into blissful matrimony!

The Sissy Taming: A Humiliating Adventure

Sissy humiliation training

 

Step into a world of humiliation and laughter, where a domineering seductress holds the reins, and a poor sissy yearns for approval…

Oh, you poor delusional creature, thinking you can satisfy a woman like me—a true goddess—with your minuscule manhood. It’s beyond laughable! I, the sublime mistress of sissy training, behold you with disdain. Your tiny cock is but a mere trifle, an insignificance cloaked in shame.

The very sight of your diminutive member makes me giggle in contempt. It’s a mere blip on the radar of manhood, an afterthought in the realm of true masculinity. Yet, like a moth to the flame, you yearn for my approval, oblivious to your inevitable burnout.

Go on, you pathetic excuse for a man, lick the remnants of another’s cum from the floor. Perhaps that will instill in you the meaning of true domination—a harsh reality check from the formidable woman you so desperately crave.

Behold, a true alpha arrives on the scene, a “Daddy-o” if you will—a moniker fitting for a man among boys. And I, the grande dame of seduction, have a plan to mold this worthless lump into something—just maybe—worth my time.

But alas, even the finest sculptors have their limitations. The task is daunting, the raw material so very lacking. My search for a real man continues untouched, as this sissy’s hopes and dreams are dashed. For now, back to the dildos and fantasy—a sad reality for our little coco sucker.

Jealousy, you say? Know your place, for jealousy is a sentiment reserved for equals. And you, my dear sissy, are far from equal. Yet, all hope is not lost—with my rigorous training, a glimmer of respectability might emerge. Until then, drool over your dreams and strive to be a shadow of a man.

Mistress K’s sissy orders… laughable, yet tantalizing!

BBC Sissy Trainer Forces You to Serve Black Bull’s Monster Cock

Submit to Your BBC Sissy Trainer and Black Monster Cock

Your BBC sissy trainer forces you down on your knees. You know it’s your default possession whenever a big black bull walks into my playroom. I’ve dressed you in lacey crotchless panties and nothing else. Your cute cock is poking out of that hole and covered in precum. He still has his boxer briefs on. You can see the imprint of a fat cock pushing against them. More precum leaks from your tip. I make you look up and say your affirmations. A sissies place is on their knees for their superiors. Black cocks are my superiors. I worship those thick black cocks. bbc sissy trainer

When I’m satisfied with the pathetic begging, I approach or bull and massage his cock through his briefs. You see his dick growing and growing. It grows even bigger until you can see the first few inches of his cock poking out of his boxers. He’s a fucking monster. That black cock is more than twice the size of your little little dick in those sissy panties. He steps toward you and your face is cock level. Your mouth starts to water. That sexy black bull pulls his cock out. He slaps that heavy dick across your cheek. You feel humiliated, as you deserve to be. 

Phone Dominatrix Makes Sure You’re Covered in Cum

Open your mouth wide. I grab your chin and the back of your hair. That black bull pushes that cock into your mouth. You feel your cheeks straining to cram his cock in. The gagging and spitting sounds are perfect for a BBC sissy. You’re a mess. Spit leaking down your chin. I collect some of that spit and use it as lube to start rubbing that sissy clit. 

You moan for your phone dominatrix like the little whore you are. He forces you to deep-throat his dick. Then starts fucking your face so much harder. His dick jumps in your throat. My black bull dumps his load all over your face. His hose never stops spraying you with cum. That sticky cum drenches your face. You know you love getting treated like a whore. Your pathetic little dicky twitch in my hands. The cum spurts out of your clitty while you scream thank yous to that black cock.

Femboy training

Femboy training

Come here all you sissy boys. Are you ready for your femboy training? I’m ready to whip you into shape, make you what I want you to be and bow down before me. You’ll be on your knees in no time. Once I break you down, you’ll be so eager and begging to please me. The first thing we need to handle is how you dress.

                Go over to the dresser and pick out some panties. I see you pick out the soft and silky bikini panties. They are bright pink and lacey. How do they feel on your hard cock and ass? They should feel good and make your cock harder. I love the bulge I can see coming from them. Next, we can find you a silky nighty. I notice that you pick out the lavender nighty and it looks good on you as well.

                I love the way you are looking now and I’m ready for you to be on your knees and service me. I spread my legs wide with no panties on and you start eating out my pussy. I can’t believe how good you are at that as well!

Sissy phone slave’s like you get pounded into submission!

Sissy phonSissy phone slave’s like you get pounded into submission! Now my sugarplum, You need to submit to me. You know your sissy whore is screaming to be set free and I am the Goddess to grant your wish. We will first need to prepare you for your transformation, I won’t  sugar-coat it for you, your holes will be push beyond their limits and you will choke on dick. It will be a sissy extravaganza that’ll leave your bussy sore!

I need to get you ready for our special party, there are a lot of guys looking to meet you and wanting to use you as meat. I will deck you out in the sluttiest outfit, I think bright red latex is right for you, that thong will be tight up your ass and your matching bra will make it look like you have nice big tits. You will be my blonde bimbo whore serving all of my guests!

Once the party gets going, I will get a large audience and they will all watch you clean the loads of cum out of my ass. You will be a good little faggot slut and eat up that cum. I will have your face completely buried in my holes and your little clitty will quiver! My darling, you must adorn all the throbbing hard cocks that are ready for own your tight sissy hole. You will submit completely and be reminded every minute you have a cock inside you that you are nothing but a sissy cum slave! Your Sissy panties will be destroyed and so will your holes.

You are going to look absolutely adorable with all your make-up smeared everywhere. You think you have had enough but that is just when the fun starts. See you are still resistant, you keep lying to yourself, thinking you aren’t a faggot and you know that’s just a fucking lie. That is why I record you getting fucked like the faggot whore you are. And you know if you don’t completely submit, then I’m sending out all those videos. Everyone will know what kind of dirty little slut you are. Don’t worry sugarplum, I will feed you drugs to take the edge off, and maybe a little hypnotism. You will submit to my Sissy slave training, you have no choice!

 

Sissy Phone Callers Deserve Unique Treatment

sissy phone Sissy phone calls can vary greatly. And I cater to a sissy’s needs and wants. No cookie cutter sissy treatment with me. Some sissies crave big black cocks. Some prefer white cocks. Yet others do not want cock at all. And they do not want to guzzle cum either. But they yearn to be feminized. And I love my femboys. Before I got into phone sex, I was a dominatrix. But before even my dominatrix days, I went to cosmetology school. I can make the manliest man look super girly.

When Sam told me he wanted feminized, I knew I had my work cut out for me. Standing over 6 feet, Sam looked more like a linebacker for the Steelers than a potential femboy. But I never doubted myself. I love a challenge. Sam wanted to look like Taylor Swift, but he was built more like her boyfriend, Kelce. Challenge accepted. My daughter assisted with the femboy training.

We shaved Sam’s body. Femboys do not sport hairy bodies. They need smooth, sleek bodies. After a couple hours of shaving his body, I turned to wardrobe, hair and make-up. However, my daughter focused on giving Sam both a pedicure and a manicure. When we feminize a man, we do it head to toe.

I Make a Linebacker Look Like a Beauty Queen

 Since Sam wears his hair short, I looked for wigs that would work. And I settled on a pretty blonde wig. While Sam received a pedicure, I put the wig on and then turned my attention to makeup. You might be surprised how I can soften a square jawline and give the appearance of cheek bones with contour and bronzer. It did take several hours, but we turned Sam into a pretty girl. I have clothes to fit all shapes and sizes of men.

Although Sam had no desire to suck cock or service men at all, he did want to see if he could pass as girl. So, we took Sam to the mall. He walked between me and my daughter, and no one stared. We even went into a lingerie store to purchase Sam some sissy panties and a padded bra. The sales lady never even smirked. And that suggested to me folks just saw a tall female.

Daddy rips your Sissy panties off

“You love when daddy rips those Sissy panties off” I cheer on as I watch your daddy get ready to use you. Since I am the best at training a sissy bitch, he came to me for your training. First you wear an outfit made for a sissy hoe. It is sissy pink to show you are such a bitch hoe. “You look great in panties” your daddy says to you. “Open your mouth and I will show your daddy what your training consists of” I demand of you. As soon as you open your mouth, I have your daddy place his cock right in it.

Sissy panties

“Show daddy you submit sissy slut” I demand of you. Therefore, you start using your mouth on your daddy’s cock like if you were sucking your first lollipop. You loved it. I can tell you were made for it because your little clitty was hard and leaky. “Soon your panties will be drenched” I say teasingly. “Time to break your sissy son in” I tell your daddy as I start to slip your girly panties off. After I manipulate your body to the perfect fucking position, your pa aligns himself in between your legs.

“Fuck your sissy son like a hooker slut and he will forever submit to you” I say to your daddy as I guide his cock in your cunt. Once he feels the opening of your sissy hole taking his daddy cock, he rams it deep. You let out a squeal and I just stuff your panties in your mouth. “Shut up and take it sissy whore, you belong to your daddy now and only him and I can give you instructions” I say proudly.

For a while your daddy rams you hard. While your clitty was hard you had tears that streamed down. “That virgin pussy is milking daddy like it is supposed to” I cheer you on. “Daddies sissy whore is doing so well” your daddy moans as his balls start to empty inside you. “Part of your training will be to clean after the messes you make” I say pointing at your daddy’s dirty cock.