Category: Sissy slave training

Sissy Humiliation Assignment

Sissy humiliation training

 

I have some sissy humiliation training homework for all of you sluts, so listen up!  You aren’t done practicing your prissy, ass pussy packing, big prick pleasing skills when you leave my place.  There’s so much more that you need to do to be one of my phenomenal femboys.  The lessons you need to learn in life are ongoing so your clitty queen training is, as well.  If you don’t like it, you’re welcome to find another mistress.  I don’t tolerate insolence, especially out of my stupid sissy-boy sluts.

First thing’s first, I’m gonna need some pics.  I don’t give a fuck if you want to send them to me or not, I want them and you’re going to send them.  You need to show me just how dedicated you are to my daintification process with some embarrassing selfies.  I don’t just want you to dress up like a girl and pop off some shots of yourself in strategic poses, that’s fucking weak.  I want to see your best whore writing tribute to me or pics of you handcuffed to your bed.  Clamp down that little clitty and lock it the fuck up then show me how hot it looks.  Do your worst to yourself in the best way and email that shit directly to me.  Pretty easy.

Some of you might have a harder time with my homework assignments than others.  It’s cool. The rules are simple, though.  Show me how happy you are to be one of my he-bitch whores and send me some super slutty pics of yourself if you want to take part in my sissy slave training techniques.  If you don’t then you can find another mistress to try to make you into the lil’ miss not-a-man that you want to be, but good luck with that.  I know what you need, you just have to trust me.

 

My New Sissy Lisa!

Mistress Phone Sex

Mistress Raine is up to her usual sexy tricks, training sissies and dominating horny men! My newest diamond in the rough is my sissy Lisa, she is oh so obedient and eager to please me! Lisa is unique among all my sissies; she loves to dress in the sexiest lingerie and stroking her big sissy clitty but Lisa’s has a wife who is my plaything as well! Lisa is a good little slut for me when I dominate her with my strap-on or even when I bring over some of my favorite tranny gal pals to get their clits sucked. Lisa’s wife watches me and my friends use Lisa’s fuck holes in complete shock and awe, she is so amazed that her regular old husband has been turned into a complete sissy slut for me and my strong dominant girlfriends.

Transforming You Into the Perfect Sissy Slut

Sissy Training

Your sissy ass is eager for some big fat cocks, and I know just how to entice men to make them want to fuck you. I get you a sexy, tight red bodycon dress with a plunging neckline. I make sure you fill out that dress with gigantic, H-cup breast forms in a sexy, lace red bra. I put you in a nice red thong that give easy access to your ass. For the final touches, I do your makeup in a way that emphasizes your big, dick sucking lips and let you borrow my 6-inch red stilettos. Now, it is time for you to go out on your own, to a bar late at night where the women are few and then men are horny. Sashay inside and let them ogle your body, from your big, beautiful tits to your nice, round ass. Let them objectify you and see you as the sissy fuck toy you really are. Rub your ass on their cocks, push your tits on their chest and make their cocks rock hard. When one of them wants to fuck you, act like the sissy slut you are and follow them into the bathroom. Let him bend you over the sink, and fuck you in your big, fat ass. Take every inch of him like a good little slut until he squirts his cum inside of you.

The Best sissy trainer set and auction full of sissies in Sissy panties

Best sissy trainer

Since i am the Best sissy trainer I have so many sissy slave training to do i decided to auction them off to some BBC sissy trainer bulls I know. They all came with money and big black dicks for my Sissy sluts. I got them ready with some Phone domination and Sissy training audio tapes before they came. They knew to arrive wearing Sissy panties and heels, plus lipstick. I love watching that lipstick smear when they suck a big black cock. When the auction started, they all had to come out one by one showing off their favorite skill they acquired from sissy training. One sucked dick until his mouth was full of cum, another sissy used his magical hands to milk a BBC. the last one showed how quick his Sissy pussy can make a BBC cum and he even cleaned up his cock with his mouth. I knew he would bring me lots of money at this auction. One by one they took turns getting bid on. At the end of the night any BBC sissy trainer who won his bid paid me and claimed his winnings. 

Branding my sissy

forced feminization

One of my absolute favorite sissy sessions is the branding kind. I’m always looking forward to having a sissy agree to some gnarly forced feminization. The best feeling is making a sissy do whatever I want without hesitation. Sissy slut Maggie went to get branded ” Property of Goddess Alessandra!” Oh boy, did I love seeing that on her lower back? It was the perfect tramp stamp, and it made a statement to all the men that would use her ass pussy. They now know that this particular sissy has had the best training from me.

A series of sissy sessions that will have this sissy pleasing and doing whatever it takes to make that big hard cock jizz so fucking hard. I’m so into these sissies doing whatever I want from them.

Forced Feminization Makes Sexy Sissy Slaves

Forced feminization

My tested, tried and true forced feminization process can turn any lanky, long necked nerd into the fine sex goddess he’s always wanted to be.  Most men don’t have the guts to go after what they really want in their sex lives and just stick to the norms that are expected of them.  The geeky guys who come to me to have their unused asses turned into gaping gashes are obviously ready to go on a completely different sexual journey.  I’m more than happy to be their guide into girlhood, I’m really good at making all of my femboys look and feel fan-fucking-tastic!

How many times have you sat at your work desk and wished that your ass was being worked over by a big fat cock or, at the very least, a massive strap-on dildo?  I know, you daydream about being turned into a dainty little fuck toy and having your rim wrecked on a daily basis but you tell yourself that you don’t have the balls to do anything about it.  That’s not the problem, Pal.  Would it blow your mind if I told you that it’s not your lack of balls that’s the problem, it’s your overwhelming abundance of them?  Boom.

I’m gonna shrink that sack and turn it into a sexy slut-slit that sits right below your perfectly positioned, perpetually wet little clitty.  Your ass will be shaped and shined and prepped to take on any and everything that I want to throw at it.  You’ll love it!  I won’t neglect your tiny sissy titties and those sensitive, puffy nips of yours.  Having them sucked on while you have a finger or two boring into your butthole, feeling out the flexibility of your sphincter feels amazing!  It’ll have your clit head slinging so much drool, it’ll blow your mind.

Hitting on the girls at work isn’t in your stars, your man self doesn’t have the balls for it.  You have all the testicular fortitude you need to become one of the girls at work that the other guys hit on, though.  Sure, you’ll have to ditch the dweeby image and learn how to properly take a massive anal insertion without completely blowing out your butthole.  Take it from me, you don’t want that drama.  Follow my simple sissy slave training techniques and you’ll go from the unfuckable office dork to the sexy cream queen of the company that everyone, guys and girls alike, will be dying to get their hands on.

 

Sissy Slave Training For Young Sissy Slut Puppy

Femboy training is what my new young sissy boy got.

Sissy slave training

He came to me begging me to give him some Sissy slave training and Femboy training. I made sure to have a new pair of Sissy panties for him and I got a collar and leash for my sissy to wear. We were going to go for a walk through the park today. As I walked my sissy bitch had to crawl on all fours like a sissy puppy bitch. Everyone watched as I pulled the leash and led my sissy bitch and every once in a while, I would kick him and show him what direction to go. As we walked a black bull came to me and asked how long I have been giving my bitch some Femboy training. While he chatted me up, he was petting my sissy puppy bitch and he mentioned he is a BBC sissy trainer, he could give me a hand with my puppy bitch. I love a helping hand from a BBC. he came over and right away had my young sissy on his knees sucking his big black cock. He didn’t let him breathe and my sissy passed out. He slapped him to wake up and bent my sissy over, ripping his Sissy panties off and stuffed him with his BBC. As he fucked my young sissy, he spanked him and told him Sissy training consists of cock sucking and he better learn to hold his breath longer. I was proud of the pounding my sissy got that night.

Sissy Halloween Fuckfest

Domination phone sex

I took some of my sissy sluts to a domination phone sex Halloween party and, I don’t have to tell you, they were the hit of the evening!  All kinds of hot whores were there dressed in their slinkiest getups looking to be objectified and subjugated, but my beauties with balls were the cum covered belles of the costume ball.  You already know, I wouldn’t have had it any other way.

When we arrived, the party was already swinging.  There were dressed up dolls getting banged out all over the tables and whores bent over the bar so I decided to put my panty waist pussy boys up in some more compromising positions for pole pleasing.  It was a big club, I figured that we might as well utilize all of the space.  

I fastened my first femboy up the amps on stage and forced that he-bitch to get her butthole busted by every big bone that wanted a piece of ass while they enjoyed the music up close.  Of course the band got in on it and fucked my little clitty queen senseless like she was one of their groupies.

I posted a couple of sissy boys up in the bathrooms, handcuffed one to a toilet to be used as a human urinal for the men and tied the other up in one of the stalls for the women to do the same.  I don’t know if you’ve ever blown a piss filled load all over a golden shower loving fuckboy before, but the guys at the club seemed to love it.  The moans and groans coming out of the men’s restroom were crazy!  I’ve never heard louder male orgasms in my life.  Even the squeals and cackles coming out of the girl’s room couldn’t compare.

The photo booth needed a slut in it to jazz up everyone’s junk so I tied a sissy slave to the backdrop and told all of the party goers to do whatever they could to make her cry for their pictures.  There were some great shots and my prissy whore got tons of pictures of herself being hammered hard by tons of different characters, but my favorite was one of a couple dressed like Marge and Homer Simpson shoving a frightful rubber fist into my he-she’s ass.  It was hilarious!  

By the end of the night, everyone was saying how my sissy sluts really made the night.  We all had a blast, my gang of girly guys had several!  If they ever wondered whether or not the sissy slave training I put them through pays off, that Halloween party should’ve been all the proof they needed.

 

Domination phone sex is better when there’s embers

Domination phone sex“I’m going to make you cum until you kneel.” I giggled, knowing damn well the Domination phone sex would go on and on until I won no matter what he tried. Squeezing him, egging him on to waste his energy pumping into my tits despite my encouraging threat. He’d give his life to me, become mine, it was only a matter of playing my game until he was broken and ready to be rebuilt. “I won’t lose, you don’t have it in you to even try to resist far enough to stand a chance. Maybe you should just kneel now, I promise I’ll make it worth it.” I licked my lips at the thought, stuffing his cock in my cloudy dreams, squeezing them together and salivating on the tip and my mounds. A good Sissy phone game titfuck requires a wet, slippery slope with which to climb, bang, and fall only to be picked back up and fucked. My tits are just the right size for it to perk out quite a bit and give me space to breath hots breaths and salacious thoughts on. He was a pretty well-endowed guy, exactly the kind of man I like to break. I’ll convince him it’s small, that no one else would ever want him. I’ll shatter his ego and reconstruct him into the perfect slut under my domain. He doesn’t need to know anything except what comes out of my mouth, that’s a good little sissy bitch that knows his newly founded place as a her. It’s not always like this, though I do really enjoy breaking a man myself, sometimes I have other sissy whores do it for me, show off my handiwork and shatter a masculine identity to the core by showing off what they once were, and what they are now, at the same time. Give into me, and my Sissy training.

Sissy Slave Training With Sissy Panties From Your Phone Dominatrix

Sissy slave training with the Best sissy trainer will have your clitty in a chastity and your boypussy sore. You have to be a good little girl for this Phone dominatrix mommy and put on the outfit she picked for you. I want you to put on your sissy slut dress and sissy panties. You will do anything your mistress mommy wants you to do.

Sissy slave training

Mommy needs you to be her Sissy maid and clean up her cummy cunt mess. You get to your knees in those pretty stockings, and you lick mistress mommies’ cunt. You can taste the salty thick gooey nut and it makes you slurp your Phone dominatrix mommy cunt harder and harder, making sure you get every drop of nut out. Mistress mommy loves the way you lick me clean. I reward you by squirting all over your face. When I am done, I make you bend over mistress mommies’ knee, and I spank you while you count and beg for more. I make you lick my asshole to always remind you that you are my sissy bitch before I tuck you into bed.