Category: Forced feminization

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.

 

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…

Mistress Phone Sex With Peace Leads Us to The Theater

Mistress phone sexMistress Phone Sex for me changes every day. Today, we had a field trip so my little slut Lisa got to get fucked for the first time.  She was dressed up in a red skirt, fishnet stockings, a loose fitting silk black blouse, black panties and red slutty high heals. Topped off with her long blonde wig hiding from his wife who was sleeping on the couch.

We started by sucking dildos right by his sleeping wife but wanted something more adventuerous. Lisa decided her and her three dildos were going to the theater at 8am on Sunday monrning!  She messaged me when she got there and I helped that slut become a true sissy whore today.  First off I wanted a real cock in her mouth.  She showed off her skills with her 8 inch dildo and before that little slut knew it, a man made his way over to her. Sitting tightly next to her as he stroked his cock.

Lisa has a nice bulge for a sissy. She had to let her bulge throb today as we were focused on those slut holes being filled up and used as a cum dumpster.  Not every day I am able to get real cum in my sissys over the phone or chat so I wasn’t wasting a moment of time.  I instructed Lisa to start sucking the guy next to hers hard cock and boy did she.  She sucked and gagged until he started squirting ropes of cum down her throat.  Having the first hole filled up, it was time to get Lisa fucked by a real cock for the first time.

Again not long after our hunt began, she made her way over to another guy stroking his cock and asked first if she could suck his or if he would suck hers.  He very plainly said “no but I want to fuck you” at first I don’t think she was expecting an answer so quickly but I told her that there is no sissy slut of mine turning down a chance for a cock to be in you. That’s like blasphemy of the sissy world.  This man took her to a private room where he lifted up the skirt, bent her sexy sissy ass over and put his cock in her ass.  He pounded the crap ouf of her. Having no mercy on her virgin ass.  He used that ass good until he was ready to drain that load into that tight asshole of Lisas. And he let out a huge moan as his cum shot deep into that beautiful slutty sissy asshole.

All this before 9:00 a.m.!  If only every day started like that, I’d be living the dream!

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!!!

Check me out on Twitter

Phone Domination Zuri Commands You From Morning Until Night

Phone Domination

Wake up. You are mine from the moment your eyes open. Phone Domination is not a game to me. It is control, attention, and obedience, and you already know your place. Every time your phone lights up, I expect you ready. No hesitation. No excuses.

I see how fast you check your screen. Good. I want that reflex. I want you alert, waiting, tense. My messages are simple, direct, and demanding because you do not need softness. You need direction. Sit where I tell you. Move when I say move. Stay exactly where you are until I decide otherwise.

By midday, I have you completely focused. Your thoughts drift back to me even when I am silent. That is how deep this goes. You wonder when I will speak again, what I will ask next, and whether you are doing enough to please me. That hunger keeps you sharp. I enjoy knowing I can pull your attention away from anything at any moment.

As the day drags on, I tighten my grip. I push you harder, not because you cannot handle it, but because I want to see how far you will go without questioning me. Every response you send proves how well you listen. Every command you follow reminds you who is in charge.

Night comes, but I do not release you. I want you aware of me even in the quiet. When your phone buzzes one last time, you feel it settle deep. You spent the entire day under my command, and tomorrow will be no different. I decide when it starts, when it ends, and how completely you give in.

Forced Sissy Training, your pathetic penis belongs in a thong anyway.

Forced Sissy Training

Forced Sissy Training is when I get to turn you into the daughter I’ve always wanted.

I’ve been pissed since the day you were born that you’re stuck with that pathetic penis.
It was never going to make you a real man, so listen to me and accept what you are—my beautiful, obedient little girl.

I think you’d look extra pretty with mommy’s panties and bra on. Let’s stuff the bra so you look like a mini-me with huge tits. 

I fit your tiny cock perfectly into my thongs—it’s like it was meant to be. Now all you need is some makeup and a wig to make that mug of yours look like a real whore.

Thigh-high stockings and high heels will complete the look to turn you into my precious slutty little good girl. 

 

Little bitches follow us on X

Best sissy trainer just knows how to train my little bitch boys

Best sissy trainer

Best sissy trainer just knows how to train my little bitch boys right in their place. I love reminding them who they belong to. I had one over and had to get that little sissy all dressed up in uniform. Stripping him of his “man suit” to something much more fitting for him. 

Sissy attire, and the tiniest little panties to squeeze on his cock in there. Taunting ang teasing him by barely laying a finger on him. I had his pathetic little clitty dripping just from telling him all the ways I was going to make him shake like a bitch.  Squeezing overly horny face and spitting into his pathetic mouth. 

That’s the only way I allow anything of them to drink water. So simply that’s all they deserve and should be so glad it’s going into my mouth first then into theirs. If I feel like they have deserved it, I’ll simply put them directly underneath my delicious pussy. And pour the water over that way they can have the freshest pussy water.

Sometimes I will make them completely humiliate themselves. Just to remind them who they belong too. Making my little sissy bitch get all dressed up and go out like a filthy slut. Making them get stretched out with my all my friends with the biggest fucking dicks. I love turning them into my little sissy whores That’s right I own your dick balls and all the cum inside it of it. 

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.”

 

Taboo Phone Chat – I only want to hear your nastiest thoughts!

Taboo Phone Chat

 

I only want to hear about your nastiest, most taboo fantasies. Hearing about all the risky, frowned-upon, horny things you think about and fantasize about only turns me on more. What is the most twisted shit you’ve ever thought? 

I want to hear about whatever sick twisted shit you want to stick your dick in. Is it the fact that you love to make me cry or want me to hear fucked up shit?

Or is it that you that you want to fuck my daughter? I want to hear it, maybe you want to rape me, hold me down till I’m begging you to stop. Or is it that you want me to be in accomplished with you, or you play with my family?

Tell me all your secrets babe. I like how naughty you can be. What makes you think that you are the perv for me? I only want the worst of the worst, the man who can think the sickest, nastiest, most perverted shit. Can you outdo the other guys?

 

A trip to the sex shop for the BBC god to rip your ass

Forced sissy training

I absolutely love my little sissy’s whores. I’ve collected quite a few in the last few years. Men like yourself who are too ashamed to come out to their wives and families their love for big black cock up their man pussy’s. I know it must be hard, literally, and shameful that the husband you were has changed. You don’t desire your wife’s gaping pussy but rather watch her get fuck then clean up the mess she made. Well darling, that’s why I’m here, to let you live the life you desire and fill your ass up at the same time.

Let me dress you up, my specialty, put some makeup on you and a tight cute dress. I love taking my sissy’s to sex clubs, especially my new ones, to break them in. It’s tradition, just like making you pretty. Once I’ve got you looking snappy we hit the town.

Forced sissy training, spread them legs wide open

My favorite club has a black back room. The BBC side is the way we go, you won’t know what hit you till you feel it up your ass. Once inside I have you standing against that glory hole wall, “bend over baby”. On the other side he’s got a 13 incher all lubed up, he shoved it deep inside you making you whimper and cry. I love the sound of my sissy’s cries, makes my snatch leak, soiling my mistress silky panties.

Humiliation phone sex

Your sweating and jerking as I move you from hole to hole. Your tight little man pussy is get wrecked, blood filled cum running down your legs as your begging me “please mistress Jackie make them stop”.

Take it like a champ as I grab your hand and slap your face. “If I hear you again I’ll put the shock colar around your neck”. Your ass is so blown out your barely able to walk in your heels, swaying and unable to stand, I whip your ass for the final bust, a 14 inch black god. Like a volcano he erupts deep in your pathetic cave sending you over the edge. So proud of you, finally a step up to worthless slave.

BBC sissy traner