Tag: sissy humiliation training

BBC Sissy Trainer Tanya

BCC Sissy Trainer

BBC sissy trainer is the skill I’m the best at. I love taking a pathetic little bastard like yourself and forcing them to experience what it’s like to be a real sissy bitch. 

First, I’ll dress you up nice and pretty. Black thigh-high stockings, pointy high heels, and a tiny little skirt so short your pathetic little dick can’t even peek out. 

Then I’ll slide into my biggest, black strap-on and bend you over. I’ll tease your tight little lubed-up asshole until you are begging for this BBC. 

I’ll have to stuff your mouth since it’s your first time, because I know you’ll be screaming when I cram it in you. I’ll go slow at first but start to go faster once I start to hear you whimper and beg for more. I’ll keep banging that ass and jerking you off from behind, getting you close to cumming. I want to hear your moan like the lady you are. Take this dick, you worthless, useless whore. You deserve this ass pounding.  

Forced feminization with Tanya

Forced feminization

 

Forced Feminization just might be my favorite thing to do to you. Nothing brings me more joy than embarrassing you with some fishnets that are too tight for your manly legs and leather black heels you stumble around in. I love making you wear a little maid outfit just so you know you are beneath me. You work for me bitch, and you do as I say. Now take your little servant ass, sit on the floor in front of me, and start sucking on my toes. I bet you love how Mistress Tanya tastes. I’m going to put on my biggest strap-on. While I’m getting ready to make you a sissy, instruct you to put on mascara and lipstick. As I am choking you with this strap-on, I want to watch the tears run down your face as I make you gasp for air. I want to see you look like a sluty ugly whore with lipstick smeared all over your face. You make a beautifully trashy-looking sissy slave to me. You take orders so well. I think I should face fuck you real hard like the good little whore you are.

I’ll Fuck Your Faggot Sissy Ass In A Church And Make You Pray

Humiliation Phone Sex

I took my faggot sissy little brother to church. he wore a sexy nun outfit. I knew what a pervert the pastor was and made him blow his fat cock. He was instructed to show the pastor what a dirty little sissy whore he was and show off his tiny four inch clitty while he had that fat cock in his mouth. he moaned and made the best slutty sounds as he drove that cock down his slutty little throat. He gagged and choked on it but knew better than to stop my fun.

Sissy Humiliation Phone Sex

The pastor bent him over and took his sweet boy pussy right in front of a statue of Jesus and the whole congregation.  he moaned like a little bitch and I told him to squeal like a stuffed pig and laughed at him when he did. His tiny boy pussy was being gapped wide open and fucked roughly. I let every man watching take a turn with his sissy ass and even told them to make him a dumb little piss whore and laughed at him as he was covered in sticky cum his tight little dress glued to his skin. I took a picture and told him everyone would know what a pathetic little sissy he was now.

Domination phone sex with Tanya

Domination Phone Sex

Domination phone sex, are you man enough to handle it? Do you think you are capable of having a horny and sexy woman tell you to do whatever she wants? That could mean I force you to do things you’d want to do. Like prying your hard cock out of your pants and shoving it down my throat. Or maybe forcing you to do things you may don’t want to do. I would turn you around, bend you over, and pull your pants down around your ankles. I would wear my biggest, thickest strap-on and penetrate that tight, unassuming asshole of yours. You think you could hold that fat load in while I play with you? Are you a sissy bitch or a real man? Either way, I will make you my little slave. Even the strongest of men fall to their knees when with me. I will leave you used, abused, and begging for more. So, I’ll ask again, are you man enough?

Sissy Pay Pig Oinks Like A Dumb Bitch

Sissy Humiliation Training

Humiliation sissy training is always so much fun with little pay pig sissy sluts! I have one who I laugh at and make him switch between fucking his ass and sucking a dirty dildo. Every time he oinks I make him pay me money and yes I charge  him if he cums. He’s my little sissy pay pig looser and when I decided to give him  my version of humiliation sissy training he got addicted. I made him suck three other losers cocks and oink and squeal like a little pay pig. he knew he was my bitch when i started laughing at him. Online Sissy Training

I told him I would drain his accounts because he was a stupid sissy loser who was paying me so he could get a dick up his ass or suck a fat cock. I giggled every time he oinked and even said cha ching bitch! I’m a young teen and your giving me your money loser! It was so much fun to take his money. It was so amazing and made me laugh so hard as I gave his bank a maximum drain. When he finally came I made him clean it up and charged him double. What a loser. Hahaha.

Sissy hypno training breaks you to be your true sissy self

Sissy hypno training time for the brutal truth. You’re not meant to be a rugged alpha male. You’re a frilly, limp-wristed little sissy, and I’m here to help you embrace that reality. You came crawling to me, enamored with my perfect feminine figure, my pouty lips, and most of all, my deliciously tight cunt. Sissy hypno trainingYou’re probably salivating at the thought of having a hot cunt like mine. It’s not totally pathetic if you actually own up and be the slutty faggot you were always meant to be. Say this ten times in a row, while holding your wimpy little clitty, “I am a cum slut, I will always be a cum slut, and I will be nothing if I deny my cum slut needs.” That’s right, you will be absolutely nothing if you are not a sticky cum dump babe.Sissy phone

Just surrender to the fact that my My Sissy phone therapy sessions will be grueling, leaving you sore and sticky, but that’s how you need to be. A cum-hungry faggot begging for more cock up your tight little ass. You’ll be forced to worship dick, learning to slobber and slurp, to take it deep in your gaping fuck hole. And if you are a good slut, I’ll give you the big, perky tits you’ve always dreamed of. Just don’t forget those tits are for real men to enjoy. They are going to dominate every part of you.
So give in, my little sissy slut. Let me turn your world upside down and remake you in my image. Follow my every command, and I’ll grant you the pleasure of serving me and other men as the tight, cum-hungry sissy I know you truly are.
Yours in utter domination, Emerson, Sissy Mistress Extraordinaire

Begging for Mistress’ Pussy

Taboo phone chatI sat on his face, grinding my wet cunt against his mouth. “Lick it, sissy,” I commanded. “Taste how sweet your Mistress is.”

He lapped at my folds, his tongue delving deep. I moaned, pushing his head harder against me, riding his face. He didn’t resist, couldn’t resist, too lost in his own humiliation.

When I finally pulled away, he gasped for air, his face slick with my juices. I grabbed the strap-on cock, stroking it. “Watch, sissy,” I said, pushing the head against my entrance. “Watch me take this big cock like the slut I am.”

I sank down, impaling myself on the thick shaft. I threw my head back, moaning at the delicious stretch, the fullness. “Fuck, I love this cock,” I said, starting to bounce on it.

The sissy watched, mesmerized, drool running down his chin. “Please, Mistress,” he whimpered. “Please let me have some of that cock.”

I laughed, grabbing his hair and pulling him close. “Beg, sissy. Beg for Mistress’ cock.”

“Please, Mistress,” he sobbed. “Please fuck me with that big cock. Please let me taste your pussy again. I’ll do anything, be anything, just please use me.”

And use him I did, over and over again, until he was nothing but a whimpering, begging mess.

Sissy training took you out of your suit and into panties

Sissy trainingSissy training isn’t going to be easy for a bitch like you! I love secret sissys like you. You think you can hide the fag behind a suit? What a pathetic excuse for a man squirming in those designer slacks. You really believe that a suit and tie are going to hide what you truly are, a desperate little sissy begging for discipline? Newsflash, you’re not fooling anyone. Not me, not your colleagues, not even yourself.
You pretend to be strong and confident, but it’s all an act. Underneath that stiff collar and perfectly knotted tie, you’re just a weak, feminized mess, aching for the guidance you so clearly crave. And now, thanks to your own foolish actions, you’re about to get it.
I’ve been watching you, studying your every move, waiting for the perfect moment to strike. And now, it’s here. You’re going to learn the true meaning of submission, and those pretty panties I’ve bought for you are going to be soaked through with a lot of different Daddy’s cum before the day is done.
Let’s start with the basics. You’re going to shed that pathetic suit, every last scrap of it, and stand before me in nothing but those lacy pink panties I’ve picked out for you. Then, you’re going to get on your knees and beg for the privilege of serving me, of being my obedient little sissy slut.
And if you can’t handle that, if you can’t accept the humiliation and degradation that comes with Forced feminization, cock-starved plaything, then maybe we should have a little chat with your boss. I’m sure he’d be fascinated to learn what a desperate little jewel case you really are, how you spend your nights dreaming of being stretched wide open on a strap-on, filled to the brim with thick, meaty cock.
So, which is it going to be, baby boy? Are you ready to embrace your true nature, to surrender to the sissy training that will make you the perfect little fucktoy? Or do we need to take this show on the road, to expose you to the world as the pathetic, cock-hungry whore you really are? The choice is yours, but either way, those panties are going to be stained with cum, and your world will never be the same again.

Piggy’s Plight: Draining the Pathetic Pay Pig

Sissy training

I can’t believe how much money I’ve already drained from my pathetic sugar daddy, but he just keeps begging for more. And with the way he’s acting now, I don’t think he’ll ever have enough.

“Please Mistress,” he begged, his voice slurred, “take it all. I want to be broke for you.”

I smirked, spending all of his money. “You’re so pathetic,” I purred, “but I do love your eagerness to please.”

He whimpered as I told him to drink more, telling me how pathetic he is. Before I had him lock that little clitty up, I had him send me a picture of his sad little peepee.

“You’re nothing but a piggy bank for me to drain,” I teased, grinding against him. “And I’m going to keep taking everything until there’s nothing left.”

He moaned, his cock hardening beneath me. I told him to reach for the poppers, “time to get higher piggy”. He inhaled deeply, his eyes rolling back in his head.

“Oh fuck,” he gasped, “I’m so high for you. Use me, break me, drain me. I’m your pathetic little piggy.”

I grinned, riding him hard and fast, taking my pleasure from his body. He couldn’t even make his clitty to squirt. I knew I had him hooked. He’d give me anything, do anything, just to feel this good again. And I was going to keep milking him for all he had, until there was nothing left.

Because that’s what a good sissy does.

Humiliation Phone Sex For Sissy Cuck Slaves

Humiliation Phone Sex

I had him on his knees in public kissing my feet and all dressed up like a slutty little red ridding hood fuck whore. His tiny little clit was in a cage and he knew I wore the key to his cage around my neck.  I told my little cuck sissy to lift that sexy skirt and show off her caged clitty and she did. I loved how deeply she blushed as the men in the bar stared at her. i told her to get on her knees and eat out my sweet teen pussy and like a good fuck toy she did.  I smiled and told her to eat my creamy pussy juice as i came all over her slutty face. I told the men she would blow them and eat their cum out of my sweet pussy hole. They let her blow their fat cocks and some even fucked her worthless whore face. Then they would fuck my sweet pussy and dump a creamy sticky load inside me for her to eat out. I loved having a clean up slut. When we left she asked if i would let her stroke her over grown clit and i laughed and said no.