Tag: sissy humiliation training

Sissy Phone Chat Gets Dark With A Sadistic Teen!

Sissy Phone Chat

Sissy phone chat with a mean humiliation sissy trainer like me is always fun. I made my boyfriend dress like a sissy whore. He had thigh-high stockings on and garters, paired with pink lace panties. He also wore a schoolgirl skirt and a sexy white collared shirt. I made him put on a wig, put it in ponytails, and do his makeup. Now he looks like a proper slut. I take his pictures and tell him how I’ll send them to his friends and family. I laughed and told him to lick my pussy and drink all my pussy juices as they pour out of my slutty cunt. He licked my bald cunt like it was his favorite treat.

I had a surprise for him, though, three BBC’s ready to break in his sissy slut hole!

 

Sissy Girl Training

He screamed like a virgin being manhandled for the first time. I giggled and told them to be gentle. This bitch was a delicate flower after all. They laughed with me and pinned him down, and the first one penetrated that tight hole fast and rough. My boyfriend screamed as his virgin ass was fucked brutally and without mercy. He couldn’t move or push away, and his ass was stretched so wide you could see deep into his intestines. He screamed and cried as they all took turns on him using his fuckhole like he was a good fuck doll. They each filled him with cum, and it leaked out of his gaping hole like a creamy white river. Then I knelt and kissed him, and said this was his only purpose now because he was a useless sissy bitch.  I just loved sissy phone sex humiliation games.

Be a good sissy slut and follow me on X, formerly known as Twitter.

 

Wanna be my trick bitch? Don’t clench your man pussy

Best sissy trainer

I’ve been watching you for a while now. Your desire to be a sparkling princess shemale with a gaping wide man pussy. I’d love to turn you into  my little pet. Someone I can play with. Dress up like a slut, prettiest in pink. Also the weakest. Let me take advantage of you. Take my personal problems out on you while I glitter you all up. I need someone to flip like a little bitch and turn into a nasty trick, you down for the pound?

Take off those slacks and that damn dress shirt you’ve gotta wear everyday. Pretending to be a business man while day dreaming about being Ms. Jackie’s slave. I wanna dress you up to be the lady of the night you so desire. Taking those calls, sitting in meetings while your pre cum drips just dreaming of what’s to cum as soon as that clock hits 5.

I’ve got pretty pink panties all set aside. My whips and chains and doggie color you so love! I stepped it up to a shock since you been such a naughty little fuck. I wanna bend you over, spread those thick man legs and reach my fingers straight up that bunghole. I need to hear you scream, feeling that goey thick pre cum jizz dripping on my hand. Your now all mine.

I think you look best in a little dress. Knee high hose, red bra with pretty red lips. My 15 incher BBC big boy loves a tight lady ass just like yours.

Bending you over my lap like a little young lady who’s been told the rules too many times. Whipping and spanking that nasty bare bottom of yours with my big brown leather belt. Awww don’t cry as I pull those tight little panty’s further up your ass, spitting on this bad boy mushroom tip. Rocked and ready I thrust it in, not even giving you a moment to scream I’ve got your cheeks bouncing.

Domination phone sex

I love humiliating the fuck outa you!

That’a boy, you little fuck bitch. I’m gonna keep this mother fucker in till you repeat yourself and tell me “I’m a secret slave, pathetic and uselelss.” till you jizz all over your pretty self.

Laughing and giggling as your moaning, huffing and puffing. Your sweating so much, dripping down your face. Thanking me over and over for the humiliation. Your ridiculous but perfect for my faggot fucking fun.  Your ass was thumping and Ms. Jackie’s pretty proud. Good boy femboy your officially my toy…

Sissy Training with Zuri Leading The Way to Obedience

Sissy Training

Sissy Training starts the second Zuri steps in.

She doesn’t speak…  she just looks at them with that bored, unimpressed stare that makes grown men feel like idiots.

Three trainees.

Three wannabe tough guys.

Three egos she’s about to snap in half.

Her whip taps against her thigh as she walks past them like they’re furniture she’s already tired of.

Then the cocky one opens his mouth.

“You’re really doing the whole ‘strict act’ tonight, huh”

CRACK.

The whip slices across his back before he finishes the sentence.

He jerks. The others freeze.

Zuri rolls her eyes like she’s annoyed he even exists.

“You barely breathed and you already irritated me,” she says flatly. “Impressive.”

He tries to straighten up. “I wasn’t…”

CRACK.

She doesn’t even aim hard this time… she aims to humble them.

“Don’t explain,” she snaps. “I don’t care.”

She steps right in front of him, grips his chin so tight he winces.

“You think I need your commentary? You think I asked for your opinion? No. I asked you to stand there and shut up, and somehow that’s already too advanced for you.”

She shoves his face away like she’s wiping dirt off her hands.

The other two stand perfectly still, terrified of even thinking too loudly.

Zuri turns to them slowly.

“What?” she asks, eyebrow raised. “You confused? Want to try your luck too?”

They shake their heads immediately.

“Smart,” she mutters. “At least someone here has a brain cell.”

She starts pacing again, the whip dragging lightly behind her.

“You’re all here because you need structure. Correction. Someone to fix whatever disaster you call a personality. And lucky you—” she smiles without warmth, “I’m in the mood to break things down tonight.”

Her gaze slides back to the cocky one.

“You. Front of the line. If you’re going to waste my time, do it where I can see you.”

He moves instantly.

“Took you long enough,” she says under her breath.

She circles all three, every step slow and cruelly deliberate.

“Here’s how this works,” she says. “You breathe when I allow it. You speak only when spoken to. You hold your head up unless I decide you don’t deserve to.”

She stops behind them.

Let the silence choke them.

“And if any of you get brave” she flicks the whip so fast it whistles, “I will knock that little confidence spark out of you so hard you’ll forget what standing up straight feels like.”

No one even swallows.

Zuri smiles, mean and satisfied.

“That’s better,” she says. “Now let’s get started.”

She steps forward, voice razor‑sharp:

“Welcome to obedience training. Don’t embarrass yourselves tonight.”

 

See what happens to a sissy fuck when he disrespects me…

Best sissy trainer

Lately I’ve been getting so many calls to humiliate. This involves way more that just laughing at your tiny inverted cock but making you feel like the shit you are. You call me at the same time everyday just begging me to shove this big nasty cock up your ass, or even finding a tranny friend for you to whimper and cry. I’m also the one that say whether you can bust you pathetic little dingleberries or not.

I always know its you because of your instant crying and whimpering over the phone. I ask you “are you ready?” and you say, “please no no”. I tell you to get on your stomach and open up wide. While I lube my big rubber god to shove up where no sun goes I start by humiliating you. I need you to know what a complete loser you are. No one wants you, even your wife and friends. And to make things worse, people are starting to find out about your nasty sissy fuck bitch secret.

Domination phone sex

Once I’ve got this bad boy BBC lubed up I have to smack that fat ass of yours and get it ready for the big PUNCH! As I’m swirling the lubed combined with spit vibrator daddy with multiple different levels and strengths I notice your shaking. “What is this shit pussy boy?!” You repeat “no no” over and over.

It’s to late and I thrust it so far up you scream and moan at the same time. I get off on ripping you up and watching the blood cum oozing out of you like a leaky drip. Rapidly I run this thing in and out over and over until I hear drops and….”did you just fucking spew spunk on my foot?!”

Unbelievable, you fuck! You need to be punished, maybe choked, even more for this. No matter how much I get off on torturing, abusing, and violating your ugly man pussy’s, no sissy fuck, little bitch like you is gonna disrespect and throw your nasty semen on me. If your into this filthy shit, call me sweetie. I wanna ravage you too!

Humiliation Phone Sex slut wants to make you cry!

Humiliation Phone Sex

 

 

Humiliation Phone Sex expert, Tanya, does not mess around when it comes to getting what SHE wants. 

 

I love saying to my men

 ‘How pathetic. You think this tiny thing deserves my attention? Beg for it, loser. Tell me how worthless your cock is compared to what I need.’ 

And what sounds like angels singing in my ears when I hear them say

 ‘My cock is worthless. It’s too small, too useless for you. I need to serve you.’

That’s when I force my man to start by licking the bottoms of my feet. After they are done, he must lick up my leg to my freshly shaven pussy. 

‘If I don’t cum, you don’t get to! Of course you are terrible at eating pussy, and that’s why no one else will fuck you.’ 

I told you, if I don’t cum you don’t get to! Guess I’m going to have to grab your punishment. Hands behind your back, I am going to put your throbbing cock in a cage!

I love it when you start to whimper because I can see you begging to be fucked, precum dripping from the cage. But you’ve been a naughty boy. You won’t cum until I say you can. 

 

Femboy Training my Straight Boyfriend

Femboy Training

 

I thought it would be hot and sexy to put my boyfriend through some Femboy training. I know deep down he wants to be submissive to me and let me fuck that tight little asshole of his, but he is too shy to say something. 

Guess I will just have to force him into being my good little slut tonight!

When I came home, I immediately told him to strip all his clothes off.

“Good Boy, I have a present for you.” 

As he’s standing there naked, boner raging, I tossed him some pretty pink thong panties and thigh high stockings to match. 

“Tonight, you’re not a boy. You’re going to be my pretty little femboy. My sissy slut to dress and fuck”.

Watching him try to stuff his cock into these panties is making me wet. 

Now it’s time for Makeup, I want to look like the dirty little nasty whore I get to fuck. Mascara running down your face after I choke you with my fattest dildo. 

I can’t wait to flip you over and tear up your little fart box and make you the whore of the bedroom for once. 

Sissy Humiliation Training with Mistress Tanya

Sissy Humiliation Training

Sissy humiliation training would be perfect for a small cocked fag like you. That’s if you can even handle the punishments and embarrassment I am going to put you through. 

You’d look like a real good girl wearing my clothes, but remember, you’ll never be as hot as me.

I think you need maybe my black garter tights or my highest heels. Either way, I’m sticking that pathetic excuse you call a dick into my smallest lace G-string. 

I mean, it practically looks like you just have a clit down there! 

How sad for you! 

But we can fix you up into my well-trained baby girl. 

To keep being my pretty little embarrassment, you need to start drinking one load of cum a day like my obedient freak whore. Any good girl can eat that thick spunk any day.

You’re not a man. You’re just a problem I dress up and use as my slave.

And as my slave, you will choke on this girthy ebony strap on until I watch that pretty mascara run down your face.

But baby, this is only the first step into making you a perfect little Sissy Bitch.

 

BBC Sissy Trainer Peace Gets Sissys Ready For BBC

I am known as the best BBC sissy trainer and this is one of many stories to show you why. bbc sissy trainerI lean down to whisper filthy things into your ear, my breath hot against your neck: “You know what they say about practice making perfect? Well, soon enough we’ll be going clubbing with my friends and those bulls will be lining up to use this pretty little ass of yours.” The thought alone sends shivers down both our spines – mine from excitement at the thought of watching another man dominate my pathetic creation; yours filled with fear yet anticipation for more rough sex ahead.

As if reading minds (or maybe just sensing how turned on we both are), one of my sexy black girlfriends walks over and joins us in our dirty fun. She smirks when she sees how well trained her friend has become at taking dick before grabbing onto me for support while she rides your face like a rodeo queen! Her juices dripping onto yours truly while she screams out orders: “Suck harder!” or “Take that BBC all the way down!” It feels so good having such powerful women controlling us both like this…and yet here I am reduced to nothing more than a mere plaything for their amusement. My girlfriend continues to ride your face, her hips bucking wildly as she screams out in pleasure. I can feel her juices dripping down onto my skin, mingling with yours as we’re both used for her satisfaction.

As she reaches her climax, she pulls off and looks at me with a sly grin. “I think it’s time we took this little sissy slut out for a spin,” she says, her eyes gleaming with excitement. I nod in agreement, already knowing what she has planned.

We lead you out of the house and into the night, dressed in your finest lingerie and heels. You look like a completely different person from the pathetic little faggot who first came to me for training – now you’re a confident, sexy sissy slut ready to take on whatever we throw at you.

As we walk through the crowded streets, people can’t help but stare at how beautiful you look. Some of them even stop us to compliment your appearance or ask if they can join in on our fun. My girlfriend just laughs and tells them that you’re ours alone tonight – but don’t worry, there will be plenty of other opportunities for them to play with our new toy.

Eventually we make it back home where more friends are waiting for us – all big black men eager to get their hands (and cocks) on our newest creation! They cheer when they see how well trained.

Tanya’s Sissy Panties Look Good on You!

sissy panties

 

Tanya’s Sissy Panties look amazing on you. Your tiny, pathetic cock fits perfectly into the panties. If I didn’t know better, I would’ve thought you had nothing down there! And look at your flat butt cheeks sticking out from the thong. What a tragic excuse of a man. 

You look real pretty wearing not only my panties but my stockings, heels, and a long blonde wig. You would’ve made a beautiful woman, shame god gave you that tiny twig in between your legs. 

I want to invite all my friends over to watch me fuck you with my biggest strap-on, since I know you like to be treated like a trashy slut. We ALL would burst out in laughter as you moan and squirm with pleasure. I can dress a grown man up like my little fuck doll and have him begging for mercy on his knees in no time. You want to look like a prissy bitch, you will get treated like a prissy bitch.

I am going to fuck you until you are physically and emotionally exhausted, like the good little Sissy you are. 

 

Sissy humiliation training

 


I love a good lilttle bitch boy I can just whip and humiliate. When I get a nice little twink in sissy humiliation training, it gets my pussy so wet knowing how I am going to use and abuse that my new slave. My newest bitch boy lives to be under my leather boot. whipping sessions are my favorite.

I smack his tight ass so many times with my cute pink whip he can no longer feel his worthless ass cheeks when he sits down, of course he spends most of his time on his Knees begging and bowing to mommy, so he has no need for his worthless busy cheeks. He knows his place; momma needs that check from her little weeny boy and he needs to pay homage and beg crawl and clean. Now that’s a Good boy. Get to work.