Category: Humiliation phone sex

Sissy Maid Training with Tanya will have you on your hands and knees!

 

Sissy Maid Training

I’ve really become a master at sissy maid training. Let me dress you up myself, a cute maid uniform, thigh-high stockings, and heels picked to match. I choose the prettiest panties for my naughty girl, and underneath them I lock away that tiny, pathetic thing you call a cock.

I love watching you stumble through my place in heels, feather duster in hand, knowing I’m just waiting for the right moment.

“You worthless little bitch,” I say. “Clean the rug. Get on your hands and knees. Now.”

I don’t hesitate. I make you bend over, lift that tight little ass into the air, and I fuck it hard.

I’ll slam this big, thick strap into your tight little bootyhole. God, the sounds of your whimpers turns me on, but you’ll never know that. 

Be my good little girl and make this place spotless. I’d hate to punish you.

 

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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!!!

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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. 

 

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Sissy girl training with Miss Remi

sissy girl training

I have so many new sissy bitches calling me for naughty, sissy girl training fun. Even with all of these new pole smoking cum guzzlers, I still miss my favorite whore…

Lucky the panty wearing, cock sucking faggot!

She’s such a hot, little thing. It’s always so exciting when she’s all dressed up and dancing for me, in the camera. The way she prances around in those tiny skirts and rubs her clittie, makes me all wet.

She has a sexy body, a thick bubble but and cock caressing lips that could drain any stud’s balls!

When she calls me, I give her instructions on how to suck her dildos like they’re real cocks. That cum loving bitch gobbles them all the way down like a throat pro!

Lucky has a stiff clittie cock peeking out of her panties!

Last time we did a call, I made that slut sit on a thick dildo and bounce on it. She had one hand on the front of her panties, rubbing her clit. The other hand was holding the dildo that she was gagging on like a slut. Lucky stroked her clittie dick until her panties were drenched in precum!

I watched and giggled while she grinded her slutty pussy up and down on that dildo. Under my instruction, she took them off and licked up the gooey drips of precum. Her other hand was stroking away at that micro dickie of hers.

Lucky jerked and rubbed her clittie until she exploded into her hand. She licked and slurped all of the sticky jizz from her hands and fingers while I praised her for being such a good slut.

I’m going to train you to be a cock riding, cum licking whore. Just like Lucky!

Call Miss Remi when you’re ready to begin your training!

 

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…

Mistress phone sex with slut trainer Remi

mistress phone sex

I know you want to bounce and ride on this big, fat cock that your Mistress phone sex trainer is taking, don’t you little sissy?

Watch my pretty pussy slide up and down on it.  I’ll make sure that your lips and mouth will be the next thing wrapped around this massive meat stick! I’m going to teach you everything you need to know. You’ll be a pro at sucking, riding and backing your whore ass up on a fat dick!

I’m a bbc loving slut so it makes sense that I would be a slut trainer too.

I love teaching little sissies how to turn out their tight, he-cunts to big dick studs. Watching them get turned into cumrags is the best! I get them all dressed up in sexy panties and skimpy clothing. I teach them how to use their jizz loving lips to take everything a man has to offer!

You’re no different than my other sluts so get ready to be on your knees, working your mouth up and down. Let my stud fuck your throat til he’s about to bust. Suck my pussy juice from his dick while he calls you his pretty sissy bitch and fucks your slut face!

Miss Remi will try to resist the urge to fuck you with a thick strap-on while you’re swallowing the first load of cum but I don’t know how long I can hold back.

Seeing a twink fag bent over in panties and gagging on a bbc just does something to me.

We’ll have to see how long I last before I pull your panties to the side. It will be hard for me not to pound you like the whore I’m training you to be. By now that tiny clittie dick is sure to be throbbing and aching to spurt a sad little cream drip. Go ahead and call your mistress!

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?

 

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!