Category: Humiliation phone sex

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!

Forced Sissy Training to Be The Best at Serving BBC

When it comes to serving some hot BBC, Forced Sissy Training may be the way to go. This is at least true for a handful of my “guys”.
I am Addilyn, and I have a special kind of clientele. So, the guys who come to me crave to surrender.
Therefore, it is often through my dominance and control that I break them and make them surrender. And submitting is exactly what they will be doing.
Submitting to the BBC with the guidance of me, Goddess Addilyn. And I am your BBC Sissy Trainer.
First of all, deep inside many men is that inner Sissy that craves to emerge. And one of the greatest triggers of the lustful cravings is to succumb to BBC.
Consequently, I start the transformation by stripping you of your manhood. First, I lock their pathetic little cock in tight pink cages. Therefore, denying you any selfish pleasure.
Next, I force you to your knees before my waiting bulls. And your mouth hovers inches from thick black cocks. Thus watering with desperate anticipation.

Forced Sissy Training is a Deep Need

Then, I command you to worship every heavy inch. So, you gag and slobber, learning the taste of your new purpose.
Afterwards, I bend you over my training bench. With your shaved, tight asshole, you are slick and pink, ready to be ruined.
Now, my bulls line up, stroking their massive shafts. And one by one, they take their turns. First deep thrust always makes my sissy scream. Therefore, that stretching of her hole wide in a brutal claiming.
Meanwhile, my other bull feeds her throat. Thus, filling both ends completely. Every hard pump breaks down another layer of your former identity.
Finally, when my bulls have emptied their thick loads deep inside you, my new sissy. Now, I unlock those cages. And I make my sissies clean the cum from each other.
Then, I whisper that permanent truth into their ears. It’s that they exist to serve BBC. Therefore, you exist to worship your Goddess.
And this is your only purpose now is under the rule of the Best Sissy Trainer, Addilyn.
Forced sissy training

Forced sissy training with Miss Remi

forced sissy training

Sissy girl Matt needs to get her pretty panties on and get ready for a call. I can’t wait to listen to my slut slave whimper and cry like a bitch while she takes her dildos. The dick crazed, fairy fag went shopping for a thrusting fuck machine. My sissy cock sleeve slut is desperate to feel a big, hard rod pounding her guts.

I had the slut buy a new dress, some pretty panties and a wig. I’ll get that bitch to paint her face up like a bimbo whore and get on all fours wearing her new girly clothing. Once she has that fuck machine turned all the way up and that big dick is reaming her out, my studs will show up.

I’ll have them bust the door in, hold her down and fuck her slutty fag pussy harder than that fuck maching ever could. That little faggot slut is going to be shrieking and squealing when those big cocks pound into her cum dump cunt. I know she’ll love it though.

Once those bbc packing kings finish with Matt, her pussy will be all gaped, creamed and ruined. Lipstick will be smeared across her face and mascara running down both cheeks. Nut dripping from her chin in thick, creamy strings. Her skin will be glistening with beads of sweat and a thick, milky coating of cum dripping everywhere.

I know that the faggot slut reads my posts. She better hurry up and call before I send these studs over to visit a little early…

Mistress Phone Sex fun with a Pathetic Sissy boy!

Mistress Phone Sex

Mistress Phone Sex fun with a Sissy boy!

I love nothing more than getting a call from some pathetic little excuse for a man.

A man who wants nothing more than to be a good little sissy bitch for me.

I love the obedient little fags; I have the most fun with them.

Why don’t I turn you into a full sissy for me?

Become a good little sissy whore for me.

I have plenty of men waiting with big black cocks, looking for some cute little ass to fuck.

And I think a little sissy fag would suck them off the best, don’t you think?

I can tell you love the big black ones the most!

Your mouth and pussy are watering just thinking about them.

Thinking about how full and feminine you feel with a big fat cock filling up your insides.

I think you’d be a perfect little sissy slut, I can’t wait to pimp out your ass!

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The Best Sissy Trainer Sucks Cock Too

best sissy trainer The Best sissy trainer treats her pets like royalty. I sometimes make my potential sissies feel like royalty before I pimp them out, turning them into sissy cum holes, bathing them, washing them from head to toe, dressing them up in sexy slutty thongs, making them feel super sexy, lips covered in red lipstick, long blonde wigs, and sexy heels.

I am dressed sexy as fuck, wearing a satin one-piece crotchless outfit with heels and a garter belt to match, my big black strap-on already in place.

Grabbing my sissy by the cock, pulling his thong to the side, sucking that clitty, licking his balls softly, making my way down to his taint with my warm wet tongue, his asshole licked and sucked, my two fingers in his asshole, stroking his clit. 

Once I get him all stretched out, I shove my fat dildo in his asshole. When I am balls deep inside his ass, my big black bull slides his nigger cock in his ass, both of us balls deep in his sissy asshole, giving him every inch of cock we have.

When my bull fills his asshole with cum, I keep fucking his hole as the bull shoves that big nigger dick down his throat, making him clean every inch of his dick with his sissy mouth.

Sissy training with Mistress Dakota

Sissy trainingI am Mistress Dakota, and I get off hard on ramming thick plugs deep into sissy asses for sissy training while their cocks throb and leak in tight cages, forcing them to send close-up photos of their stretched holes and denied shafts right away. I love making those pathetic sluts bend over and spread their cheeks wide for my inspection, their puckered holes winking as they beg for more. Assignments drive my entire process. I might command a sissy to slide into lace panties and stockings before work, then demand immediate proof through messages while they describe how the fabric rides up their crack and rubs their balls raw. I examine every report closely and require updates on how the fabric brushes their skin all day long, especially when their caged cock drips precum onto the lace.

Another standard order has them locking their cock in a tight cage while pushing a plug deep into their ass for hours, twisting it in and out to stretch that tight hole until it gapes. I study the photos and logs they send to confirm nothing comes off early, making them finger their own leaking slit and taste the mess for proof. I extend this control into daily habits like perfecting makeup until it looks flawless or striding in high heels without any wobble, forcing them to practice sucking on dildos while they walk to build that whore mouth. Sissies must describe their attempts in full, noting any leaks or the ache from denied releases, how their balls ache and swell with backed-up cum.

Missed steps bring added chores such as repeated edging or carefully planned public risks under my direction, like flashing their caged dick in a restroom stall. This steady checking keeps them accountable and pulls them deeper into submission. My consistent oversight produces real transformation. Sissies begin to hunger for the structure I provide, reporting completed tasks with eagerness and begging for fresh instructions like getting fucked by bigger toys or swallowing their own loads. The loop of command and obedience tightens their bond to my dominance. Those ready to start can reach out to me for their own set of tailored tasks built to create lasting devotion.