Category: Taboo phone chat

Femboy Training with Tanya – Let her dress you up like a whore!

Femboy Training

 

When I first got into femboy training, I didn’t set out to change my guy, I just wanted to have my nasty little fun with him. 

I showed him how pretty he’d look like a whore – so I dressed him up in my lace panties, stuffed a bra, and threw on some red lipstick. 

God, you look so sexy dressed like a slut, I think I need to see you stumbling around in my heels. Go over to the kitchen and make us drinks. I want to watch your ass sway as you walk away. Be a good little girl for mommy. 

Good girls get surprised. Like mommy’s biggest strap-on stretching your tiny little tight asshole wide open. 

You just look so good as a girl. I need to fuck you like a girl. 

 

Find a trainer on X! 

Pathetic and worthless, lets go for a nasty walk on your leash

Femboy training

It’s time to degrade your dumbass. Sissy fuck wants to just be a full time cunt cleaner. You’ve got that mouth that’s only worth one thing for constantly sucking all the white filled fluid flowing from my tight fanny. Your other job is throating and fucking thick dick down your throat, remember, I’m in charge honey. I wanna take you out for a stroll, let you piss on the sidewalk like a good little doggie. Leather bound, leashed up with adorable pink sissy bitch panties on. Little girls like you belong to me, submissive to my commands.

We’ll walk you into black room at the local black room swingers club. Show you off to all the men that’ll use your man pussy as their little fuck toy. With so many on lookers rubbing their cocks and wet tootsie’s, getting off on watching you getting tortured, stretched, you man gap getting absolutely wrecked.

On all fours with your pretty laced panties pushed aside, we’ll take you to the good ol glorry hole dungeon. Every hole has a sloppy surprise, so bend over you little bitch. Rub and grind while your down there or I’m cracking my god damn whip boy!

Femboy training hurts baby….

Your worthless cuck need to munch on some hairy ass. I wanna make sure you get your tight creampie twinkie used, violated. and abused. If I hear your whimper and cry it’s another beat down for you. Your pounded and smashed, I can see your sissy asshole skin getting twisted in your pink panty bunch. You belong to whomever wants to spread your fuck hole while we sit and watch.

And we’re never done till you do your main job and suck on some soaked up stretched just fucked twat while you got a nice big meaty BBC inside you, balls deep. rocking you back and forth, his hips smashing up against you, his big cock disappearing up your wrinkled tuna roll.

BBC sissy trainer

You’re the life of the pathetic public panties party without knowing it, your munchkin man’s pussy bitch, pencil penis is rock hard, leaking little cum shots as your violated leaving moist femboy clammy. 

Sissy bitch get’s trained with a leash..

BBC phone sex

I like my sissy fucks close, on a leash. I gotta make sure your doing your nasty duty’s and always ready to taking a pounding. I prefer you on all fours with your ass in the air, dressed or not, ready to take that plane that’s landing right into your gaping man pussy. Sound sleezy enough for you boo?

So It’s time Miss Jackie takes you for a walk with the collar, leash and chain. However, before we do, I wanna dress you up like the little bitch you are because you gotta job, on duty you dirty cuck slave. I like to walk my girls in style, little pink panties, pink bras, little bows, and a cute long ass,big black rubber dildo up the ass the same time. Preferably one with a tail so I can kick and pull you in the ass when your not following directions. 

I’m here to humiliate you, make you feel even more unwanted with your inverted cock.

Once we got you looking hot to trot, makeup too, lets go for a stroll and see what that ass can do.

I wanna show you off to the public, let everybody know with a sissy little faggot fuck you are as you walk with that rubber monster cock up your ass, let me give you a swift kick and push. I need to hear you whimper and cry ,beg me to stop. So scream bitch!!

Family tranny training has his perks, but sometimes you get stuck with shit up your ass and it’s my  job to stretch that man pussy as far as it goes. I want you to feel the air between your legs when you wear those tight hose. And also fill it with two cocks at one time.

Taboo phone sex

You’ve been walked with a wide fat can cock far up your sunshine, wide range and a hook, you need to suck it clean after he shoves it deep in my tight hot cookie. Just god damn stay on your knees and use that tongue, your a worthless fuck and I expect you to glisten his balls, and suck the cream dream from my cunt for your desert.  

Femboy fuck toy turning into a princess man pussy

Best sissy trainer

Most of you who I talk to are so easy and eager to train. Willing to get dressed up to a tea and look like the princess fuck toy I need you to be. Get out of that suit you wear everyday and put on some panty’s. Feel how soft that satin is when I pull it up your ass cheeks. You bend over backward to see me, hear my voice, begging me to make your pretty like me.

I need a special sissy one that loves to dress up in little panties and bras. That’s how I work. You wanna be a little cunt? Well dress like it too. Shove that pathetic inverted tiny peen you got int them. I’ve talked to a few that have been hesitant but when I insist you call me with a pair on you always bust quick.

My forced feminization is what’s gonna get you fuck up your man pootie honey…

That pretty make up. Eyeliner, mascara and blush, maybe a wig for the final touch. And don’t leave out, my femboy’s wear butt plugs, especially when in training. You’re all pathetic and worthless, you really are.  A perfect slut whore, now a sexy and sultry a woman ready to get her fuck on at the boom boom room, spreading her man pussy wide open for all those random dicks to smash your goey nasty wet fuck hole.

I’ll put you in a long blonde wig or even red it’s your choice. I need you to look a pretty faggot sissy fuck when you’re desirable to men bent over. Your crack is now their snack, yummm! You’ll get those pretty things all ripped up when that big cock gets shoved up your sloppy wet gaping man pussy. I want your hose to split and tear open while you squeal and cry.

Sissy panties

This and BBC strap on’s are all part of my training, cute for the cock, ready for the punch. Throw you on your back and spread those legs wide for big daddy dick. Show fear in your eyes and he squeezes your balls, pulls your hair while he’s balls deep. When your ready to be a bad bitch, hiding the worthless man that you really are class begins when you give me a call.

Femboy Training gets Twinks Fucked in their Stinks

Femboy TrainingFemboy Training is what you need! A Sissy Faggot Like you would be perfect for me to dress and prance around all my Thick Cocked Boytoys. I think Ill start By Having you Give Hand and Suck Jobs on Fleshy Fuck Knuckles. You are To Serve these Cock and Sacks your tongue and holes at every command.

Silly Faggot, Dicks are for Tricks- so Do Some!

Lubing your shit hole cunt up with this creamy vasoline, it sticks and lasts. Goes a long way for all the rod you are gonna ride, and buss it open for. Faggot Flamer. Let your Freak Flag fly little fem fuck. I want you to beg for the dick, show it what a good girl looks like when she will do naughty things to get her fuck holes gaped. First, slide your hand up and down that dick. Your Pathetic ass has to start off somewhere. Wacking off  Willies and sloppy suck jobs are your new beginnings.

I want your face fucked like a cunt, and slobber and snot pouring from your nose. Better learn to choke like the cock sucking slut you were always meant to be. Blow that shit out and suck like a psychopath! Gurgle and gobble the dick like you are possessed, all the way down to the Full Ballsack. C’mon Baby I got Faith in Fag bags Like you!

Then we going to throw dat ass in a circle, and do tricks on the dick! Slam your fart box all the way back on that big shaft. Show them you can take a big ole piece of man meat. Dirty Little fem Fux like you are a big Ole Burly Bears Dream. Wanna be a cubby? Get taken care of by that cock, using your sweet candy ass to make him cream deep inside your shit schute?

Do it for Miss Bri Baby, Nothing makes my pussy wetter!

Click to Bring out the freak!

 

 

 

 

Cum to Ms. Jackie for the best man pussy spreading dreams

Best sissy trainer

Your ass would look much better baby with a fatty black rubber all lubed up fat Holiday dick up it. Your gaping man pussy makes my creamy cunt pulsating for punishment. All you ever do when you call me is whimper and beg, begging me not to shove this shit up your ass while slapping your pathetic cheeks. It’s all you think about. A man on the outside and a little bratt on the inside.  You’re pathetic and worthless that’s why it’s gonna hurt going in, I promise. And it’s become a habit of all of yours that when I’m doing my wind up before I smack, it’s always, “no no please Ms. Jackie.” 

I just need to work and stretch the fuck out of your prostate and spread that tight man pussy out. You’ve got such a tight squeeze clammy pussy hole, my favorite! I just love stretching  it out like the sissy princess you dream of becoming. 14 inches long, 4 inches wide and he don’t play! I’ll turn that bad boy up to tent just to watch you jerk, demanding you twerk that cute ass in my face, roar! But before we do some fuck boy training there are a few things I need to do. 

Forced feminization is my thing, dresses, skirts, I’ve got all the works..

You’re going to need to put on a lacy one piece with openings for all your holes and pop out that ass of yours and bend boy, touch them toes femboy. When I take my sissy’s slaves out on the town this is what they wear. With boots, heels and a wig, you’ll be the prettiest thing any man has every seen! Dressed up like the whiny weak faggot fuck ready for your asshole to get ripped into and violated. That’s how I roll when your down to get dominated by Mistress Jackie.

Do you have what it takes to embrace your gaping man pussy BBC fucking power?

Femboy training

My big black rubber lover likes his bitches on their back with their legs open wide, so get down low  and get ready for him to implode those large chunks. Let me lube up and rub this giant black cockhead with my spit and swirl it around your sucked up starfish with some rubber band balls.  I don’t want them to bounce while I’m inserting,  no whimpering or crying baby bitch boy. 3, 2, 1 go!

Ass fuck big daddy deep inside you with that girth tip poking out the bottom, time to sit up on that BBC and spread. Smile and tell me what a bitch you are as you dig out your fecla cum spewing…

Sissy Panties For My Sissy Bitch

Sissy pantiesSissy panties covering your ass makes you feel like a slut. You feel so sexy as you go about your day, running your errands shopping and feeling pretty, nobody knows that underneath your clothes you have on a pair of silky satin thongs, the material against your cock and balls give you a raging hard on. 

It’s a part of you becoming one of my pets, first i make you dress in sexy lingerie under your clothes, leading up to you being fully dressed like a sexy slut for your Mistress. 

The first night of you being mine I am gonna make you all pretty, take you to a bar or lounge and make you get as many straight guys as you can to buy you drinks and fuck your tight little pussy, right in the bathroom. 

I want to pimp that bussy out to all the fellas, I can’t wait to watch them rail that tight fucking hole. You are going to take so many big black dicks for me your hole will be stretched out gaping and full of cum. 

When you get home your sister slaves will clean you all up with their tongues and get you all cleaned up, I am sure you will enjoy that, once your all clean and fresh I will be in your room to tuck you in and give you a little treat. 

Forced Feminization Firsts With My Little Brother

Forced FeminizationForced Feminization became my first Love with my Little Brother. He was such a pain in the ass, as a Teen I caught him trying on my favorite pair of fuck me pumps, more than once. I was smart enough to snap a few pics of him with my phone. When our parents left, I decided I was going to make him my little sissy bitch boi. I was going to turn his ass all the way out.

Mom and Dad Left and I sailed on his ass. “Undress Now! ” I yelled at him playing his stupid video games. “Shaddup Bri, I’m playing with the boys” I quickly grabbed my phone and pulled up the pic of him sache’ing his ass around in my stilettos. “Maybe I should Show the boys, this then”

His Jaw hit the floor

“Gotta go guys my sister needs me” He said stammering. I giggled knowing I now had the upper hand. He started bitching and trying to get my phone. “Delete that shit” He demanded. ” What you gonna do for me?” I asked slyly. “Anything you want” He said defeated. I smiled and my nipples got hard. I was proud to defeat his ass. He needed to keep his paws off my stuff.

First, I made him strip down naked in front of me. Then, I dressed him In my frilliest bright pink lacey thong, with a black and pink sheer cami tank top and then wide holed fishnet thigh highs, with my clear stripper steppers. As soon as I beat his face to the Gawds, and made him look like a doll face fuck toy. I made him suck on one of my toys, jamming it all the way down his little sissy throat.

“It’s Like I never Had a brother at all, You are a much better Little Sister, Now walk…”

He walked like a brand new baby deer. Long Legs and Shaking Ass. He Did have a cute lil butt though. So Glad I set up that camera in my room. It caught every bit of his catwalk debut. Sissy Faggy Fuck!  I knew exactly what I was gonna do, turn my Little Bro, into a total butt slut!!!

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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.”