Category: Humiliation phone sex

Forced Sissy Training Ends With A Bang

 

forced sissy training

The finale was a blur of leather, sweat, and cum. I had him draped over a bench, his ass high in the air, trembling. I didn’t use a toy; I used myself. I climbed on top of him, my leather skirt riding up to reveal my soaking wet pussy. I guided his cock—now leaking pre-cum and desperate—right to the edge of my heat. But I didn’t let him in. Not yet.

 

I spent ten minutes teasing him, grinding my clit against his shaft while I used my heels to pinch and pull at his nipples. I wanted him on the absolute brink of explosion. “Please, Rosemary… please let me cum,” he begged, his voice high and broken. I laughed, a cruel, melodic sound, and finally slammed down onto him, taking every inch of him in one wet, sliding motion.

 

I rode him with a violent intensity, my leather corset creaking with every thrust. I wasn’t looking for intimacy; I was claiming ownership. I watched his face as I pushed him past the point of no return. As he finally erupted, spraying hot cum deep inside me, I leaned forward and whispered in his ear, “You’re mine now. My sissy, my toy, my slave.” I climbed off him, leaving him shaking and spent on the floor. I stepped over him, the clack of my heels signaling the end of the session. He didn’t even try to move; he just lay there, completely broken and utterly mine

Miss Remi the training slut

mistress phone sex

I’m ready to play with a panty boy and turn him out as a bbc cum guzzler.

I have a sissy slut that’s about to get his virgin pussy wrecked and ruined by fat, bbc. He doesn’t know it yet but I’m sending a group of young bullstuds to his house so that they can turn him out. I just wish that I could be there to bend him over, pull his panties down and hold his ass open for those giant cocks.

Let’s talk about what happened last time my studs and I turned out a panty boy sissy fag. I showed up at his place in the middle of the night and forced my way in. He was already dressed in some silky, satin panties and a matching nightie. His ass cheeks peeked out from his panties and looked cute when I made him bend over for my studs. I slid them down just past his round ass and held his cheeks open.

The stud with the biggest cock was the first to step forward and ask Miss Remi for that sissy’s cum hole. I held that massive meat sword in my hand and stroked it while lining the head up with my slut’s cunnie. My sissy bitch panty slut backed her ass up onto that huge cum cannon and let the head pop into her tight fuck hole. She clenched up, tightening her he-pussy around that big dick. My stud held her hips and worked his huge dick in and out as fast as he could.

Another of my studs got in front of that sissy slut and fucked her throat. The muffled, wet choking sounds filled the room as they pumped faster and faster. Those two massive cocks were slamming the slut back and forth in a hot, spit roast scene straight from a porno. The cum rag, panty slut ended up getting double stuffed with hot, sticky cum while I played with my cunt and recorded the whole thing. You probably crave cum in your throat and sissy fuck hole too don’t you?

Let Miss Remi turn you into the cum gutter slut that you’ve always dreamed of being!

Forced Sissy training for the weak…..fuck slaves

Forced sissy training

Forced sissy training starts now, I start by shove your face into the bed, yanking your sissy panties down over your girly ass. A string of pre-cum dripping from the tip of your caged pathetic dick, soaking the frilly fabric. “Look at this,” I sneer, grabbing a fistful of your hair to twist your head around. “Your clitty is so desperate it’s crying, and all I did was look at it.”

I roll you onto your back. Your legs open. The metal cage is taut around your useless cock. I grabbed the giant bottle of lube. “You know the rules, cock whore. Sissies slaves don’t get hard. Sissy slaves get fucked.”

Sissy Fucking

I slick up the biggest strap-on cock I have, a huge, thick, veiny dildo. I slap it against your cheek. “Open up!.” You obey; mouth stretches around the head. I fuck your face with it, slow at first, then pounding your throat. Gagging. Tears. Mascara rivers. “That’s it. Choke on it.  the taste. This is all, your throat is good for now.”

I pull out, spit and lube coating your lips. I spread your legs wide and press the huge head against your tight hole. You flinched. “Don’t you dare flinch on me.” I slap your ass cheek so hard it echoes. “Relax that hole for your Mistress. You’re a fuck whore now. Whores take it in the ass.”

I push inside. You screamed, muffled by the pillow. I don’t stop. I sink my hips against your ass, burying the whole length. “This is your cunt. This fuck hole is your pussy now. This is where I fuck you. I own you.”

I start pummeling into you. My thighs slap your ass. “Who owns this hole?”

“You do, Mistress!”

“And what are you?”

“Your sissy fuck slave!”

I reach around, grabbing your throat from behind, pressing down as I fuck you harder. “Louder. Tell the whole fucking house what you are.”

“I’m your fuck slave! Your fuck hole! Your personal cum-dumpster!”

Breeding your pussy

My clit grinds against the strap-On’s base, my own pleasure climbing with your humiliation. “I am breeding this pussy. I am training it to take cock like the perfect little cunt it was always meant to be. Now cum. Cum from having your pussy wrecked, you pathetic bitch.”

Your body convulses. A dry, shuddering orgasm wracks your caged cock. You drooled on the sheets.

I pulled out. A gush of lube drips out of your gaping hole. I shove the dripping strap-on in your face. “Clean it. Lick it clean. Every drop. Then I’m going to break that mouth again. You aren’t a man anymore. You’re a meat-puppet. My meat puppet. Got it?”

“Yes, Mistress.”

I lean down and bite your neck. “Good sissy slave.”

Sissy Girl Training with Tough Bitch Tanya!

Sissy Girl Training

Which one of you needs Sissy Girl Training?

I know a pathetic, small cock man the second I hear your voice.

Your miserable life would be much more fun if I turned you into my little sissy girl.

A tiny, useless cock like yours would be better suited in my little lace panties.

And forcing you to wear a matching bra.

You are an ugly man, but you’d make a decent-looking whore, I think.

No one can ever tell your sad excuse of a clitty is in there!

You can’t hide now, when I take your sorry ass to the streets.

A shy, little ass, virgin like you is fresh meat for these paying men!

And I know they’d pay good money to be the first cock inside you!

Pop that cute little cherry hiding in your panties until you are screaming in pain!

Has your little hole been stretched this much?

Because tonight it’s only going to be gaped open!

See More on BlueSky & Follow Me!  

Dressed Up In Dirty Sissy Panties

Sissy pantiesMy good boy Joey loves to play with me in his Sissy panties, everytime we chat he gets all dressed up in his mommy and sisters dirty panties for me, I have him dump out their hamper, finding the dirtiest panties, filled with cum stains, some shit stains too, I always get him to smell and taste them before he slides them on his tight ass, his big long cock cant fit in the thongs, its too long and fat, we normally tuck his meaty memeber into a sweaty gym sock.

Joey stuffs his bra with dirty panties and cum stained stockings. I make him crawl to his mommy’s room like a good boy to put on his makeup and find something sexy to wear; today he dressed in a mini skirt and cum stained thigh high stockings.

Once all dressed and pretty, I sent him to find his mom and sister’s cum covered dildos, the biggest one for his tight asshole. My good boy puts on a good show every time to please me. I tell him how to ram his ass with his sister’s dildo covered in her juices; he really gets turned on when I tell him how his mom and sister are watching him on camera as he is dressed up in their stinky underwear. He shoots a huge cum shot in his sister’s sweaty thong like a good boy.

Miss Remi’s new sissy slave

sissy phone sex

I met my newest sissy bitch on a kink app. His profile said that he was “straight but curious” and I knew what that meant. He needed a hot, little mistress like me to train him. I sent him a short but sweet message telling him to meet up with me on Friday to start his week of training.

On the first day he showed up still dressed in his manly clothes. He had on a pair of cargo shorts and an old, ratty tee shirt. I opened the door dressed in nothing but thigh highs and a sexy corset. After inviting him in, I ordered him to strip down naked in front of me.

His dicklette jumped in his pants and I laughed at him and then locked the door.

I forced him to shave his entire body for me. Legs, arms, chest and even his balls. Then I dressed him in the softest, lace panties that I could find. They were pretty, pink and had a little bow on the front of them. His less than average cock twitched in the front of them and I laughed and flicked it a few times. The matching bra and a tiny, tight mini skirt completed his sissy fag look. We spent the first few days making him practice walking in high heels and applying makeup like a real girl.

Once he had perfected the art of painting his face and prancing around in heels, it was time to start training.

The entire third day consisted of this sissy whore learning to suck my strap on. I held his face and pumped that thick fuck toy down his throat. He whimpered and gagged but I kept reminding him that this is what real sissy faggots live for. I watched his tiny clittie dick jump around in his panties and could tell how badly he wanted to stroke it.

After fucking his face for hours, I locked his clittie in a cage and sent him to bed stiff and desperate to cum.

The next day was even more intense. I invited a bullstud over and had my sissy bitch show all the cock sucking skills that I had taught her. That big dick sliding between her painted lips looked so hot! I giggled when the little panty boy got his mouth blasted full of cum. He cried a little when he first swallowed the milky cum shot but then he started begging for more.

By the end of the week I had that slut fully trained and turned into a sissy fag, panty bitch. He was walking with a little sway to his hips in a way that told everyone exactly what he was. Call Miss Remi so that we can talk more about my exciting week of turning this average guy into a cock worshiping sissy slut!

Best Sissy Trainer Throws Down Sissy Humiliation Training

best sissy trainer

The training intensified. I had him strapped into a leather harness, his arms pulled back, exposing his chest and cock to my whims. I spent the next hour teaching him the true meaning of pain and pleasure. I used my heels as weapons, stepping on his thighs, leaving red imprints in his skin that matched the rhythm of my demands. Every time he tried to maintain a shred of masculinity, I silenced him with a sharp slap or a crushing press of my heel into his balls.

 

“Do you like being my bitch?” I sneered, stepping onto his chest and putting my full weight on him. I could hear the air leave his lungs, his face flushing a deep red. I reached down and gripped his cock, squeezing it tight while my heel ground into his pelvic bone. The contrast was electric—the crushing weight of the leather and steel above and the tight grip of my hand below.

 

I forced him to lick the soles of my heels, making him taste the street grime and the scent of my sweat. He was sobbing now, not from pain, but from the sheer intensity of the sensory overload. I watched his will crumble in real-time. The more I degraded him, the harder his cock grew. He was addicted to the humiliation. I leaned down, grinding my leather-clad thigh against his cheek. “That’s it, baby. Let go. Stop fighting it and just be the pathetic little slut I know you are.”

Best Sissy Humiliation training

sissy humiliation trainingI slap his cheeks, leaving bright red prints that make his lips tremble sissy humiliation training starts now. “Open wide, toilet.” I shove two fingers past his gagging lips, feeling his tongue sputter as I pump them in and out, mixing my spit with the drool dripping from his chin. “Suck it clean, you cum‑guzzling whore.” He obeys, cheeks hollowing, eyes rolling back as he gags on my fingers, his useless clit throbbing against the tight pink cage.

I yank my hand free, leaving a glistening strand of saliva stretching from his mouth to my knuckles. “Time for the main course.” I flip him onto his back, legs spread wide, his hole already gaping from the earlier abuse. I spit a thick glob directly onto his pucker, watching it sink in before I slam my strap‑on home dry, balls deep. His scream tears from his throat, raw and broken, as I begin to pound—fast, brutal, relentless—each thrust driving the air from his lungs in wet, choking gasps.

“Feel that plastic cock stretching your worthless ass?” I growl, leaning over him, my tits swinging inches from his face. “You’re nothing but a fucking urinal with a hole that loves to be filled.” I slap his thigh hard enough to bruise, then grab his hair, forcing his gaze to the filthy floor beneath us. “Lick it up, slut. Every drop of spit, piss, and precum you’ve been leaking.”

Good Fucking sissy bitch

His tongue darts out, lapping at the viscous mixture, shuddering as he swallows his own shame. I grind harder, feeling his walls clench around me, his cock jumping uselessly in its cage. “You love this, don’t you? You love being treated like a piece of fucking meat.” I bite his nipple, leaving a crescent mark, and whisper, “Say it. Beg for more.”

His voice is a wrecked whimper: “Please, Mistress… fuck me harder… use me…”

Final Fuck

I grin, slamming in one last time, grinding as I flood his ass with hot spurts, holding him pinned as he chokes on another denied orgasm, his body trembling, his soaked panties darkening further with fresh leaks. I pull out, wipe my cock on his tongue, and stand. “Clean the floor. Then thank me for not making you eat the shit off my boot.” He scrambles, tongue dragging across the grime, moaning degraded bliss as I watch my human mop do exactly what I told him to.

Mistress phone sex always has my sissy’s obeying

Mistress phone sex, My little sissy bitch dialed me. The second I answered I ordered him to kneel in that ridiculous pink thong, cage locked tight around his useless clitty. I made him Describe the lock. Is it still sealed? Tell me! He confirmed. Metal clicked. Good.  Now open the drawer. Take out the black plug. The thick one. Lube it heavy. Force that fat thing up faggot pussy. I want to hear every sound you make while you push it in. He pressed the tip against his smooth sissy ass and pushed. I made him go slow so I could listen to the wet stretch and the soft whimper as the thickest part forced his tight ring open. When it finally popped inside he gasped. I smiled. Now the lipstick. Red. Make those lips look like the cocksucker you’re training to be. Coat them. Press them together. Blow a kiss into the phone like the dirty slut you are. He obeyed. Like a good sissy! Hand on the cage. Rub the outside only. No touching the tip. Edge that locked clitty until it’s leaking. Tell me when the drool starts running down the bars. He stroked the metal. Pre-cum was dripping. I kept him there rubbing, gasping, almost crying while I told him exactly what he was. You’re a locked, plugged, painted sissy bitch! You exist to take cock and swallow loads when I decide you’ve earned it. Say it. He repeated the words loudly! I kept him edging ordering him to bounce on the plug, to stick his tongue out, to beg. When I finally let him stop, a long shot of pre-cum hung from the cage to the floor. Clean it with your tongue. Then stay plugged and locked until you call again! Good girl!mistress phone sex

Peace Loves Being a Hot BBC Sissy Trainer

Being a BBC Sissy trainer who loves making sissy’s dress up as hot sissy women is my passion.  Going all out of course because that is what makes those BBCs get hard and ready to fuck.  They love a hot sissy dressed to the 9s.  The panties to start off, nice and silky. The kind that show off that ass and make it fuckable.  A bra to make you look more feminine. The sexy lingerie that make those BBCs get all worked up.  A wig? Sure. Makes you look more slutty.  The makeup.  The high heels and of course the stockings.

It all adds up to make you primed and ready to go.  I want that big black cock to see you and instantly know they are going to use your sissy fuck holes for their own cocks to get hard. For their balls to tingle knowing they are going to drain their balls into those sissy fuck holes.

The minute you bend over and put that ass in the air, those superior big black cocks that use little sissy holes like yours with no regard. They call you a little faggot as they fuck your little boy pussy (your ass). The way that black chocolate bar stretches out your tight little ass and makes you just a little fuck doll at that point. Pounding away and makeing that sissy faggot ass theirs.

Those BBCs officially own you!