Tag: humiliation phone sex

Sissy Phone Chat with my pathetic little cocked men!

Sissy Phone Chat

Sissy Phone Chat with my pathetic little cocked men!

They sneak behind their wives’ backs and steal their dirty lingerie when she’s sleeping.

I’m so amused watching you struggle putting on the bra.

Filling it up with toilet paper, trying to be a beautiful woman like your wife. 

I wonder how hard she would laugh if she found you strutting around, with your shrimp cock shoved into her little thong panties?

I know I have to hold in my laughter when you show me pictures of that sad excuse of a penis.

No wonder you’d make such a beautiful girl, because you sure aren’t a man with that thing between your legs!

I feel bad for your wife; if only she knew you both were dreaming about choking down fat cocks.

Your faggot ass would probably gobble those cocks up faster than any real woman!  

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Miss Remi the slut trainer

mistress phone sex

I had a sleepover with all of my closest girlfriends last night. My favorite sissy slut was invited too but only because we wanted something to play with. We spent all night dressing him up like a bimbo whore and fucking him with our strapons. It wasn’t just lingerie that we dressed him in either.

We made him put on a breast form that gave him big, jiggly fake tits.

Just like a real bimbo slut! I drew his face on, doing his makeup all heavy, trashy and slutty.  His little clit stood straight up in his panties but it was so tiny, it was hard to see.  The little wet spot growing on the front of his panties gave it away.

I kept catching the little fag slut reaching down to rub it and I would slap his hand away every time.  We got him all pretty and girly and then turned him into our gangbang bitch. He was on his knees in front of us, surrounded by our thick strapons.

He looked shy and nervous so I grabbed a handful of his hair and snatched his head back. I squeezed his cheeks to open his mouth and had my bestie thrust her dick down his throat. She rammed it all the way in, not worried about whether or not he could handle it.

He gagged of course but that didn’t stop her from fucking his face until he was puking. We all took turns throat fucking him and making him gag and choke.  I flicked his tiny clittie and smacked it around laughing every time he whimpered. When we got bored of fucking his face, we put him on his back and took his tight pussy next.

I forced him to pull his ass apart and beg us to rail him like the bimbo bitch he is. His big fake titties bounced while I pounded all 12 inches deep into his tight he-pussy. Call Miss Remi so I can tell you how hot it was watching his tight slut hole prolaps around my thick fuck pole.

 

Sissy Humiliation Training when I break you down with my insults.

Sissy Humiliation Training

Sissy Humiliation Training when I break you down with my insults.

Your pathetic faggot ass is easy to berate; trust me.

All you have to do is open your mouth to speak, and I can see how spineless and weak you really are.

You need a tough bitch to humiliate you and put you in your place, which of course is beneath me.

You belong below me because you are a sad excuse of a man.

I thought I was the biggest cock sucker around, but I had no idea we had a faggot trying to outdo me.

Is that what you think? Just because your pathetic cock is small and no woman would ever fuck you, you can turn around and become a little fairy whore yourself?

Taking big fat loads from strange men, having them bend you over and slut you out.

Does that make you feel better?

To be treated like a whore by men way more dominant and masculine than you, little fag?

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Sissy Training Is Only Hard If I Make It Hard

 

sissy training

 

Look at you, whimpering in those cheap lace panties. Your cock looks so pathetic, twitching and desperate while I keep you denied. You aren’t a man anymore; you’re just my little dress-up doll.

I slide my heel into your mouth, tasting your submission while I reach down to squeeze your balls. You moan, but I don’t want your pleasure—I want your obedience. I shove a thick, vibrating plug deep into your tight ass, stretching your hole wide. You gasp, your eyes rolling back as the vibration rattles your prostate.

Now, get on your knees. I want you to suck my toes while I describe exactly how useless your manhood is. You’re nothing but a hole for my amusement. I pull out my strap-on, the thick silicone head glistening, and slam it into your leaking pussy-hole without warning.

Thwack.

You scream, but I just laugh, riding you hard, driving that fake cock deep into your guts. I fuck you like the slut you are, grinding my hips against your trembling thighs. “Good girl,” I whisper, my voice calm and cold. “Take it all, you worthless sissy.”

I keep pounding you until you’re sobbing, your fake breasts bouncing, completely broken and owned. Now, lick my boots clean.

Taboo Phone Chat with my pathetic little sissy boys!

Taboo Phone Chat

Taboo Phone Chat with my pathetic little sissy boys!

I love hearing all about their sad little problems, like how tiny their useless cock is or how bad they want to steal my panties.

But I think the best is when I get them to admit how bad they want to suck cock.

You let a sissy boy talk, and he’ll start spilling about how good cum tastes.

How they love getting their mouths stretched out by fat, girthy cocks, making them cock and gag.

They all turn into faggots the second they open up!

I truly can’t tell who loves sucking and fucking cock more, me or my sissy fags?!

And don’t even get them started on getting a dick rammed into their tight little asses!

They are practically begging for me to fuck them with a strap-on.

But I think they want the real cock way more!

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Mistress Phone Sex is in High Demand Among Sissy Boy Wannabes

mistress phone sexMistress phone sex is what sissy boys like you need. A mistress knows how to prepare you for the sissy world. Not just anybody can prepare you for that. If you want to be a pretty girl and a cocksucker, then you need the help of mistress.

I enjoy helping sissies. That’s why I do this. For sissy trainers, we don’t do this because we want the money. We are not pretending. Although the money I make from this helps support my family, I make more money in my real-life training sissies. The only ones I train for free are my own sissy boys. They’re horny teenagers now. I think they get more cock than me lol.

But they couldn’t handle the cock I get. I am a BBC sissy trainer. Now I do train people like my sons who do not want big black cock and that’s perfectly OK. But for the ones who do want big black cock, I am uniquely qualified to help because my posse of black lovers never minds fucking a sissy boy ass. Louis, who goes by Louise now, just took his first big black cock in his back door sissy hole.

And I got to watch. We trained for this moment like it was an Olympic sport. And we trained for over a year or two. Sissy Louise experienced a bit of stage fright initially. The first black cock I arranged for her, she chickened out. She took one look at that 13-inch cock and almost shit herself.

Sissy School is Always in Session

So, she decided she would wait and I would train her some more. Plus, maybe find her a cock not so big. Last night I found the smallest black cock I could, but that was still 10 inches. There’s no such thing as a tiny black dick. At least not in my world.

But I did the best I could. And I worked with her using a strap-on. Started small, but worked our way up. And it felt good to see her finally take a black cock. Like I said, she’s been training for this for a very long time. And finally, she got that big black cock up her sissy ass. Poor thing came after one thrust.

Her tiny little sissy clit looked like a leaky faucet. But she moaned and begged for more. My black stud did not stop just because she started squirting. It’s not really about the sissy’s pleasure. Sissies simply serve as cum dumpsters for a big black cock, and I make sure they all know that.

Sissy Louise and I have more training to do. Sissy training doesn’t stop once you finally get that big black cock. It’s not necessarily a lifetime of training. Perhaps, think of it as continuing education. And sissy school is always in session with me. Who wants to be my next star pupil?

Sissy bitch gangbang at the beach

sissy girl training

I just talked to the hottest sissy girl. This bitch called me from the beach where she’s been getting used up by dozens of bbcs. She was so horny and excited that she had to tell someone about what just happened.

There was some kind of party going on and when this cum loving faggot drove by and saw all the sexy guys, she had to stop. She pranced out onto the sand wearing her little booty shorts and tube top. All the guys were whistling at her and saying how she was making them hard.

Those thug type guys surrounded her and she knew that she was about to be their gangbang slut. She told me about being shoved to her knees and having so many cocks in her face that she couldn’t see anything but mushroom heads. They smacked their fat dicks across her face and forced their way into her mouth. While she was throating and stroking, they stripped her down. They used the bikini she had on to tie her down.

 She was bent over a table getting spit roasted for most of the party. That sissy whore is such a cum gutter that she begged the guys fucking her to invite more guys over.

An entire party running through her sissy cunnie wasn’t enough for this jizz rag slut. Her sissy slut pussy got fucked so much that she was gaped and oozing a slimy trail everywhere.

While we talked, she burped and giggled that it tasted like cum. I was even on the phone with her when some more of those guys approached her, ready for their turn. Miss Remi wants to have fun with more enthusiastic cock sleeve sluts! I hope you’re as cock crazed as that beach party sissy girl.

Sissy Humiliation Training on a pathetic man like you.

Sissy Humiliation Training

Sissy Humiliation Training on a pathetic man like you.

You make humiliation and degradation so easy with your pathetic excuse of a cock!

That has to be the smallest, most limp shrimp dick I’ve ever seen.

No woman would ever want to fuck that, even if it could fit inside me.

But I think you would make a much better girl anyway.

That little clitty will fit so perfectly in my lace panties.

And I think you’d be a good little slutty girl for me.

Since your cock is too small to be used, guess you’ll have to use that little ass of yours.

I want you on all fours walking around like a dog for me.

Ready to be fucked like the good little bitch that you are! 

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Sissy Training is What I Love!

sissy training

Listen up, you pathetic little worms. You spend your days staring at screens, dreaming about a real woman taking charge, but you’re too fucking weak to even handle a glimpse of it. Today’s “parenting tip” is simple: some holes are meant for nothing but being stretched and ruined.

Look at this. My tight, puckered ass is gaping open, drenched in lube and ready to be absolutely demolished. I don’t want your love, and I sure as hell don’t want your “affection.” I want a thick, throbbing cock slamming into my rectum until I can’t breathe.

Imagine it: me bent over the kitchen table, face pressed into the wood, while some dominant prick treats my ass like a waste bin. I want to feel every inch of that shaft ripping through my sphincter, pounding deep into my guts while I’m called every filthy name in the book. I want to be used, filled with hot cum, and discarded like the slut I am when the job is done.

You’re all just spectators, aren’t you? Watching me get fucked raw while you jerk off your sad, lonely cocks. Keep watching, you losers. This is the only kind of “family value” I care about: total, graphic submission and a ruined asshole.

Sissy phone sex had my little faggot begging for air

Sissy phone sex, sissy phone sexI locked this sissy’s pathetic little clit in its pink cage and spent over two hours breaking in his throat for big black cock. He was kneeling naked on the floor, makeup running like a sloppy cock sucking sissy, drooling like a cheap whore while I trained him properly. Open that slut mouth! Slapping his face with the massive 10-inch big black cock dildo. I forced the fat black head past his lips and shoved it straight down his throat. He gagged hard, choking and sputtering spit that ran down his chin onto his chest. Take it deeper, bitch! Real black cock doesn’t care if you can breathe! I face fucked him mercilessly, gripping his hair and ramming every inch in and out until his throat bulged. Tears poured down his cheeks as he coughed and choked, but I kept pounding. Keep sucking that superior black cock! I made him worship the balls, licking and sucking them before taking the full length again.I skull fucked him harder. Every time he pulled back for air I slapped his face with the wet cock and shoved it back in deeper! By the end he was a broken, gagging mess with mascara running, face covered in his own spit, desperately humping the air with his useless caged dick. I praised my good little cock sucking slut and promised him the real thing soon. Nothing trains a sissy faster than choking on thick black cock for hours. His throat is getting looser and hungrier every session!