Category: Sissy training

Sissy Phone Boys Love if I Watch Them Take Their First Big Black Cock

sissy phone I love talking to sissy phone boys. And I talk to a variety of sissies. Some I call closet sissies. Nobody knows but us, but they like to dress up in women’s lingerie and fantasize about sucking cock. And I talk to the down low sissies. The sissies who suck cock and even get fucked while dressed like girls behind their wives backs. And I even talk to some sissies who have a full-time mistress in their life. For some it’s their wife. But for others it’s a paid arrangement. Regardless of your sissy status, I enjoy phone calls with all sissy boys.

Last night I talked to a down low sissy. This sissy ‘s wife went out of town recently on a business trip. She returns home Friday. I convinced the sissy now would be the perfect time to finally get some cock. For almost a year I’ve worked with this sissy. She even owns a few of her own butt plugs and dildos. Weekly phone calls for almost a year provided my sissy with the proper sissy training she needed to pop that cherry.

The funny thing is as submissive as this sissy appears for me and big black cock she still wears the pants in her family. The wife seems clueless that she’s married to a pretend man. I’m sorry if you like to wear women’s clothes and suck cock, you’re not an alpha man. You can pretend to be one all you want, but you and I both know you’re a bottom bitch.

Nothing Hotter for a Trainer Than Hearing or Seeing a Sissy Lose Their Virginity to a BBC

This sissy invited somebody over that she met on a gay hookup site. And she wanted me there to hear it all. So, I acted as my sissy’s cheerleader, dominatrix and protector. You can never be too safe on those apps. But nothing went wrong with this sissy encounter.

I even spoke briefly to the black stud who popped my sissy ‘s cherry. Can I tell you how hot it is to hear a sissy scream from pleasure while getting a big black cock up her sissy hole for the first time. That never happens. Now I witness it sometimes with my real-time sissies but most of the sissies who call me live in fantasy land.

But not this sissy. Not anymore. Now that my sissy took her first big black cock in her mouth and her back door pussy, she wants more. This appears how a closet sissy becomes a down low sissy. The wife goes away or the sissy travels and he has a chance to finally get that BBC. And as a BBC sissy trainer, I love all my sissies equally. But I will add that I enjoyed hearing my sissy take her first big black cock. Once you go black, sissy, you never go back.

Sissy Training Starts With Tears

sissy training

 

I don’t do introductions; I do submissions. My new toy was already shaking, stripped bare and kneeling on the cold floor of my studio. I stepped into his line of sight, the sharp clack of my six-inch stiletto heels echoing like a gunshot. I was poured into a skin-tight black leather corset that pushed my breasts up and a mini-skirt that barely covered my ass. I looked down at him, my eyes cold, while he stared up at my towering heels with a mix of terror and hunger.

 

“Look at them,” I commanded, my voice a low growl. I pressed the pointed tip of my heel right into the center of his chest, pushing him back until he hit the wall. I could feel his heart hammering against the leather sole. I didn’t give him a second to breathe before I slid the heel down, dragging the sharp point across his ribs and stopping right at the waistband of his dignity.

 

I reached down, grabbing his chin and forcing him to look at me. “You aren’t a man in here. You’re just a piece of meat for me to mold.” I shifted my weight, grinding the heel of my shoe directly into his soft groin. He let out a choked gasp, his eyes rolling back. I didn’t stop; I twisted the heel, applying just enough pressure to make him whimper. I loved that sound—the sound of a man realizing he no longer owned his own body. I leaned in, the scent of my leather gear filling his nostrils, and whispered, “By the time I’m done, you’ll beg to be my little sissy.”

Dakota trains two sissies to be whores

Best sissy trainerBe My Fucking Cum Whore

I storm into the room wearing only a slutty micro skirt that rides up my bare ass and a tight crop top “Best sissy trainer” across the front clinging to my perky tits, nipples poking out hard. My two pathetic sissy boys kneel naked, their tiny clits already stiff and leaking. “Strip faster, you worthless cum-dump whores,” I snap, watching them yank everything off until their useless clitties bounce free. I grab one by the hair and smash his face into my dripping teen cunt, grinding hard on his tongue. “Lick my fucking pussy, you desperate sissy slut,” I growl, riding his mouth while I ram two fingers deep into the other sissy’s tight asshole, pumping until he squeals.

Their little dickie clits twitch and drip as I force the first one to suck my swollen clit, then slap the second one’s ass raw with my other hand. “You pathetic bitches live to worship my holes,” I laugh, spreading wider so they both tongue my wet cunt and puckered shithole at once. Their faces get soaked in my juices as I order them to tongue-fuck each other’s stretched asses, moaning and begging while they lick deep. I shove one down on all fours and make the other line up to fuck his gaping hole with his clitty, thrusting and whimpering until I squirt hard into their open mouths, making them gulp every drop. I keep them going, grinding on faces, spanking asses red, and fingering holes until they’re both leaking, gaping, and crying for more of my control.

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 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…

Welcome…… sissy girl training starts here

Sissy girl trainingHey there, you pathetic little sissy bitch,  sissy girl training starts now. Look at me—barely five feet tall, tiny waist, perky tits barely filling my leather corset, and still I own your worthless ass completely. Get on your knees right now and kiss my boots. That’s it, tongue out, lick every inch like the cum-hungry whore you are.

Your tiny clitty is already twitching in that pink cage, isn’t it? Good. I want it locked tighter tonight. Pull those frilly panties down and spread your cheeks so I can see that stretched sissy hole winking at me. Fuck, it’s gaping from last night’s pounding. You really are a broken little fuck toy.

Crawl closer and bury your face in my pussy. Smell how wet I get when I humiliate you. Lick my clit while I grind on your tongue. Don’t you dare stop until I squirt down your throat. That’s right, swallow every drop, you disgusting cumrag.

Now turn around and present that ass. I’m strapping on the thick black dildo—the one that makes you scream. Feel it press against your rim? I’m shoving it in raw. Take every inch, sissy. Your hole is mine to wreck. Deeper. Harder. Listen to those wet, nasty sounds as I rail you like a street whore.

Beg for my strap, bitch. Tell me how much you love getting fucked by a tiny domme who could break you in half. Louder. Call yourself my cumdump while I pound your prostate until your locked clitty leaks all over the floor.

When I’m done stretching you, you’re going to clean my cock with your mouth. Suck your own ass-juice off it like the filthy slut you are. Then thank me for using you. Say it: “Thank you, Mistress, for ruining my sissy hole.” Good girl. Now stay on your knees until I decide what else I’m going to do to you tonight.

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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Best Sissy Trainer A Boy Could Ask For: Fun With Heaven Part I

I know I’m the best sissy trainer because when I walked in on Billy sprawled across my bed, my black lace panties stretched tight over his little cock while his hand pumped furiously, I knew exactly what to do: make him into the perfect sissy boy slave for all my BBC having homeboys.

“And just what do you think you’re doing, you little faggot?” I smile mischievously, stepping closer. Billy froze, eyes wide, but his cock twitched visibly in my panties. Pre-cum soaked the fabric. He didn’t even try to hide it. Instead, he whimpered and kept stroking.

“You sneaking into my things and wearing my panties again?” I ask, grabbing his wrist and yanking his hand away. “Oh I get it, you wanted me to see you. You wanna be my little sissy slut.  I pulled the panties down just enough to expose his dripping cock, then slapped it hard. Billy moaned. “This what you wanted right? To get caught and be punished?”

Billy nodded frantically, already leaking more. “Yes please, Heaven… I want your friends to use us. I want a big black cock stretching my ass while I watch you get fucked silly and then I promise, I’ll lick every drop of his cum out of you.”

I laughed, pulling my panties off and stuffing them into his mouth. “That’s exactly what you’ll get, Billy. You’ll be on your knees, panties around your ankles, while Marcus and Devin take turns wrecking your sissy holes. Then when Dante is done pumping me full of cum, you’re gonna make good on that promise, we clear?”

Best sissy trainer

I don’t wait for his answer, I just straddle his face, grinding my pussy against his lips before pulling out the wet panties with my finger, before squatting down again over his face. “Now start practicing little faggot. Suck my clit like you’ll be sucking their cum out of me later.”

Billy’s tongue worked desperately as I rode his face, already planning which friends to call first.

tbc…

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.

Best sissy trainer gets a new toy

Best sissy trainerI dragged that pathetic sissy into my room and shoved him face-first onto the floor I am the best sissy trainer around. “Get those knees under you and open wide, you useless cumrag,” I snapped while peeling off my panties. My slick pussy hovered right over his mouth. I gripped his hair and mashed my dripping cunt against his lips. “Suck it, bitch. Lap up every drop like the desperate whore you are.”

Face Sitting and Ass Eating

I spun around and planted my ass on his face, smothering him completely. “Shove that tongue straight up my shithole and clean it, toilet boy.” His muffled whimpers vibrated against my rim while I reached back and flicked his locked clitty. “That tiny thing stays caged. You only get to leak when I allow it, and you’ll thank me by swallowing every bit.”

I shifted forward and let a hot stream of piss flood his open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once he gulped it down I slammed my soaked cunt back onto his tongue. “Fuck my hole deeper, slut. Get that tongue working while I figure out how I’m going to destroy your boy pussy.”

Strap-On Fucking

I stood, kicked him onto all fours, and buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on his puckered rim. He whimpered and pushed back, so I rammed the dildo balls-deep in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded him hard, slapping his ass red and twisting his nipples while he cried out. “Scream louder, bitch. Let everyone know an 18-year-old girl owns your worthless ass.”

Cleanup and Degradation

I fucked him until his legs shook, then yanked the strap-on free and scooped the mess from his wrecked hole. “Open up and eat this, cumdump. Every drop goes down your throat.”

Final Domination

“On your back, sissy. I’m riding your face until I squirt.” I climbed on and ground my clit against his tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my juices.”