1,510 results for sissy training

Best Sissy Trainer Ready for New Year!

Best Sissy Trainer

Best Sissy Trainer Diana is taking on new sissy slut recruits for the New Year. It’s cock that you crave, cock that you desire to serve and cock is what you will learn to dress for. I love my Sissies and have time for some new trainees. New Years Sluts for Cock. That is the theme for the year. You know who you are and know how hard your little clit stick gets when you think about cock. Like a virginal teen slut to be. She is extremely curious to touch her first cock. This slut to be wants to know how it feels to jerk one off. A slut to be craves to feel it in her mouth. This virginal slut wants to have her vagina penetrated by her first cock. I think it’s what you need, sissy girl training and that is your goal for the year of Cock 2021.

Lets start the year of the cock off right with you being the sissy slut you so have your heart set on. You  can enjoy sissy girl training with your New Mistress Diana and have a wish fulfilling year of the Cock. I want to be the one to coax you into sucking that first dick or assisting in your sissy girlness.

Sissy Girl Training

Training A Cum Whore

mistress phone sex

A good mistress knows that she must train her sissy to be a little clean up slut. To clean up all the cum and to get those dicks nice and hard for me to fuck. But sometimes I like to get those dicks hard myself. I love to 69 a guy and let him lap up my pussy while my sweet sissy slave watches on. I can almost see them drooling as I take that dick deep in my mouth and make it rock hard. If I am feeling especially naughty I have them come right to the end of the bed, so they are inches from that cock they so desire. I tease them as I lick it slowly and my man moans loudly in delight. I watch that sissies’ eyes light up as the pre-cum flows from that cock in my mouth. I lick it up and then stick out my tongue to let them see the yummy cum that I have. I have them in cock cages so they can’t get hard, but the desire is still there as they leak from their tiny cages. Lastly, I take that cock so deep in my mouth and throat fuck it so good that as he is squirting his load, I aim it right at those little sissies so that it lands on their faces. But I won’t let them lick it up just yet. I keep them on their knees begging for it before I let them clean up that dick for me so I can take it for another ride.

Femboy Training My Gimp

I have a good slave that I keep as a Gimp in my closet during his sessions. He will watch as I take a lot of BBC and other cock. He is kept with his clit in a cock cage and not allowed to touch it. I keep his arms locked in a leather arm sleeve and a gimp cover of his head. He has holes for the eyes, nose and the mouth. A ball gagged in his mouth is sufficient when I keep him locked up. He gets to watch all these big cock pound me while he slobbers all over his red ball. His twinkie gets hard but not very big because he doesn’t have a dick. Well last night was her moment of shame and fame. I turned my gimp into a good Sissy with femboy training. It was an successful session with a pair of pretty panties, a buttplug and her first cock to suck with her face painted like a whore.

Femboy training

Merry Christmas From The Sissy Cuck Kingdom

Best Sissy Trainer

Merry Christmas from the sissy cuck kingdom. I, Queen Presley, have come to collect you and bring you into the castle for your forced sissy training. I don’t care that you don’t want to go. You’ll learn to love it in time, I promise. I know you secretly crave to be forced into a little chastity cage, covered by girly bitch panties and a skirt. My girls are taught to be whores, but with an elegant grace. I produce high class GFE sissy sluts, fit for royal ownership. Come on now, let’s get you all shaved up and caged up. Your poor little cock will weep and drip for the first few months, but the sooner you realize that’s not a manhood, but a little clit, the better off you’ll be. Your wife called me. She said her cuck slut needed some sissification and feminization. I’m here to make you mine.

I want to make you into my perfect little fuck slut. I can guide you in elegance, and whorish behavior. You’ll be the best little cock sucker in your class, I promise. You’ll be swallowing thick, long cocks, and I’ll be masturbating my perfect, tight pussy while I watch your oral fuck hole get slammed. I love the look on your face as you get throat. So why are you waiting? Strip down, and put on your collar,

Sissy Queen Makes A New Years Resolution

Online Sissy Training

My New Year’s resolution this year is to train two hundred sissy girls by the end of 2021. That’s a huge task! Lucky for me, I’ve been stockpiling little whores to bring into my service for months now. I think every single one of them has the potential to be the perfect slutty sissy companion. I’m not just out here making whores however, I’m making duchesses and countesses and princesses; I’m making future Queens. I’m teaching them the ropes now, so that I can either sell them to the highest bidder or keep them around for my own personal entertainment. How do I make some entertain me? Anywhere from sucking huge Superior Alpha cock to torment and each other. I’ve always got some sadistic plan to keep them from cumming.
What I find absolutely more amusing and arousing more than anything is when they turn their backs on each other in the hopes to get off. You see, I keep every single one of my sissy girl sluts locked up in little Chastity cages so they can’t play with their pathetic pee pees and clitties. However, they get taken out and washed by their sisters every single day. The girls like to torment each other, and I like to sit there in the bath chamber masturbating my perfect Royal pussy, and watching them beg each other to cum. None of them ever do, at least not when myself or my cool guards are present. If you think I’m cruel, you should see my guards in action. They once edged a beta boi sissy girl for 24 hours straight for 3 days. We had to get rid of that one, she was useless after that. In any case, I’m recruiting new whores for the cumming year.  Are you ready to change your life for the better you little beta boi femme bitch?

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New Years Eve Sissy Humiliation

Sissy Humiliation Training

I always wear out my little sissy sluts during the New Year. Everyone’s drinking and partying, so of course they’re extra fucking horny and could use a nasty little sissy slave to drain their balls or clean their cont after a crazy fuck session. The people of my kingdom really love a good time, and orgies are honestly one of our favorite pastimes. I know that sounds silly, but if you ever had four girls coming on to you, fighting over who was going to deep throat your cock? What about a group of sissy slut girls? I’ve got plenty of those, and they’re all very well trained at sucking cock.
I rent them out for parties you know? It doesn’t cost that much either, more or less just some videos of their humiliation. I love to watch the cruel things that my loyal subjects come up with for my pathetic sissy whores. Are you curious now as to what I let go on with my little pets? Sometimes they come back with lacerations and bruises, Sometimes they come back with full balls, and every once in a while they come back without their balls. When I say that you can do anything you want with them while you’re renting them, I mean that. That includes a forced castration. Now tell me, my sweet sissy girl, what are you doing for New Year’s Eve?

Sissy Phone Sex

BBC Sissy Trainer Teachs Young Femboys How to Suck BBC

bbc sissy trainerAs a bbc sissy trainer, I know lots of black men. My twin sissy boys have developed a chocolate addiction under my care. They see their mommy and sister enjoying those big black cocks often. They even become official sissies sucking the cocks of some of my black cock lovers. I wanted to do something special for them for Christmas. They have been doing well with their virtual learning. I know they miss interacting with their friends. They miss dressing for school. They go to an alternative more inclusive school for the arts, so they can wear dresses if they want. They can be their femboy selves. Young ones with outside the norm sexual identities thrive in excepting social circles. I decided to through them a special Christmas party. I invited a few of their school friends who are femboys too. I also invited some of my most hung black cock lovers over too. Black men do not care about sexual identity. Boy, man, femboy, sissy, woman, girl…if there is a hole, a black man will fuck it. The party was Saturday night, and it was a huge success. After a few hours of games, I brought in the entertainment. All the little sissies giggled with glee. My sissy girls were so excited to see some dark chocolate. Their sissy school friends were too. My daughter demonstrated cock sucking 101 on a big black dick. All the pretty little fairies lined up to practice their cock sucking skills with big black cocks. Have you ever received femboy training for sucking black cock? If I can train schoolboy sissies, I can train you. If you are going to learn to suck cock, learn to suck on the best cocks around is my philosophy. I had to help some of the less experienced sissies, but between my seasoned sons, my daughter and myself, we drained the entertainment several times. It is your turn to learn now.

Office Sissy Slut

Sissy Phone SexI love this job but I needed a little extra cash for the holidays.

The problem was, the hours of my new job and this one over lapped a bit.

It was hard taking calls at my desk, talking to hot men, dressing the little sissies and not being able to play with my wet pussy like I normally do!

My new boss probably thinks I have a bladder problem, as much as I was constantly running to the girls room to sneak a call and clean my cunt!

Then last Friday, I got a call from an unfamiliar number and when I answered, I knew right away that it was my new boss wanting to do a call from the next office!

And he has some pretty wild kinky fetishes!

I tried to disguise my voice as he asked me to dress him in pretty silky sissy panties and a cock cage!

I told him that he needed to do exactly as I said or everyone would find out that he is a dirty cum whore that loves sucking on big cocks and feeling them fill his puckered cheeks!Sissy Training

 

 

 

I could hear him stroking his cock over the phone when I told him that if he let that cock cum , I would go to his office and tell everyone that he was a sissy with a small cock in a cage!

I snapped pics of him everyday and printed them, writing little notes telling him that I am watching and he needs to be the best behaved sissy slave or else the world would know!

For weeks, he never knew that it was me until he started noticing that every time he would call his sissy trainer  mistress, my phone would ring!

But now that he knows it is me…. I can train his small cock to be the sluttiest little cum whore princess ever!

I guess you could say I have him by the balls…literally!

Sissy Trainer Presley Owns You

Sissy Slave Training

This is the way of the world, babydoll. I know you crave more than anything to cum, but you’re going to have to hold it; aren’t you? Yes, you are darling. Queen Presley hasn’t given you permission to cum for her yet, has she? No, I haven’t. Hush your pretty mouth, and quit your begging. There you go. Take your hands off that pathetic cock, good boy. Listen up, and pay attention. I’m the sissy Queen, but I keep little boy toys too. Both sissy girls and beta bois serve me well here in my Castle, and both keep my cunt sopping wet.
I crave to put you in your place. Kneel here before me, so I may place my leg upon your shoulder. Now, worship me. Yes, darling, use your tongue and show me how much you truly appreciate the opportunity of licking my royal cunt. If you can make me cum, get me to squirt absolutely all over your face, I surely swear you’ll be allowed to cum. I’ll even be very sweet about it darling.
I’ll lay you down, kiss you sweetly, and ride you slowly with my dripping wet Queenly cunt. I’m going to milk every last drop of sweet cum in those balls right out of you with my tight, hot fuck hole. I’m taking good care of my boy tonight, aren’t I? You’re going to get used to being spoiled as long as you’re worshiping and pleasuring your Queen.
Know that as long as you tribute me, and keep me contentedly cumming, I’ll treat my pet quite nice. Can you imagine bathing me every day? Getting your cock milked by this dripping wet pussy every single day? Have I mentioned my very sexy and proper British accent? I didn’t need ro. I knew you were already sold. The world is a cruel place. Step into my fantasy land and serve me.

Best Sissy Trainer

Queen Of Sissy Slaves

BBC Sissy Training

There’s a reason I’m the Queen of the Sissy Training. I know how to take any filthy man and turn him into the prettiest princess there’s even been. When I accept a new little beta bitch boi into my services, I shave that little fagbaby down to baby soft skin and lock them into a tight golden chastity cage. My bitch needs a rebirth as her own perfect sissy slut self. If her hair is pretty, she’ll be allowed to grow it out. If it isn’t or my bitchslave is balding, she’ll be forced to wear wigs for the rest of her enslavement. Enslavement ends when they stop making my cunt wet, by the way.
Once shaved, they get assigned a girly little color scheme; their panties, stockings, garters, bralettes, and corsets all will match some pretty princess theme. They’ll be forced onto hormones so they grow tits and curves, and their faces soften out, and their pathetic cocks will shrink to clits. Every day, they’ll need gowns and petticoats to be their true fembitch slut selves. Once their dressed like royal whores, I can teach the the part.
They have to learn how to be the perfect cock fluffers. My sissy sluts need to be able to use their hands to jack off the hottest royal cock, their hot wet little mouths to deep throat those massive dicks, and their perfect ass pussies to make those fucking pricks cum. I love to cuck these fucking little whore girls. I make them get those massive cocks nice and hard for me, suck those balls , and then clean up all that cum or ass juice if I let a BBC ram me in my little anal fuck hole. That’s what makes me the Queen. I keep my bitches in line. I have no time for the bullshit of pathetic sissy, cock loving fagbitch slave boys. I know you need it too. Come, submit to the Queen.

Femboy Training