Category: Sissy humiliation training

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…

Forced Sissy Training Melts Your Brain And Your Resolve

forced sissy training

I pull out the syringe, the clear hormone oil shimmering under the light. He flinches, the trance flickering, but I slap him back into submission. “Stay still, you fucking slut. This is where the real change happens.”

I grab his thigh, digging my fingers into the flesh. I plunge the needle deep into the muscle without hesitation. He lets out a muffled scream, but I lean my weight on him, pinning him down. “Take it. Feel it flooding your system. Your cock is going to shrink, your tits are going to grow, and you’re going to love every second of it.”

I withdraw the needle and shove him toward the corner. “Get on all fours. Now.” He obeys instantly, the hormones and the hypnosis fusing into a permanent leash. I look down at my new pet, a broken, feminized shell of a man. “You’re mine now, sissy. Forever.”

Forced feminization

Forced feminization with Mistress Aaliyah! God, I love this part. I dragged my pathetic sissy into the bedroom today and stripped him bare, smirking at that sad little dick already twitching in fear. You’re done pretending to be a man, I told him, locking his worthless balls into a cage. His eyes went wide as I forced lacy thong panties up his smooth ass, the string vanishing between those cheeks while his caged clitty leaked like a desperate bitch. I shaved every inch of him until he was silky smooth, then stuffed massive silicone tits into a slutty push-up bra that made him look ridiculous. Heavy makeup came next thick eyeliner, fake lashes, and bright red cock sucking lipstick I smeared across his mouth. Look at you, my pretty little whore! I was laughing so hard as I buckled six inch stripper heels on his feet. I made him parade for me, ass swaying like a cheap hooker, repeating over and over: I’m Mistress’s eager sissy fucktoy. My holes exist for real cock. I strapped on my thick veiny dildo and bent the whimpering slut over the bed. Spat on his tight virgin pussy and slammed in balls deep, stretching him wide while he screamed. I fucked him mercilessly, pounding that sissy cunt raw, slapping his jiggling ass bright red. Take it deeper, cumdump! As I was yanking his new ponytail while I was railing him. His caged clit dripped everywhere. I finished by shoving the ass-soaked toy straight down his throat, face fucking him until he gagged and drooled like a broken toy. He came hands-free in his soaked panties, shaking and sobbing. My perfect sissy is born. Tomorrow I start sharing her!Forced feminization

Forced Sissy Training Phase Two: Forced Feminization

forced sissy training

Forced sissy training continues…”Time to look the part, bitch,” I sneer. I shove him into a tight, lacey corset, pulling the laces so hard his ribs groan and his waist cinches. I jam his feet into six-inch stilettos, forcing him to balance on trembling legs. I slap a pair of sheer stockings up his thighs, mocking the hair on his legs.

 

I push him back into the trance, snapping my fingers. “You are a girl. A pathetic, slutty little sissy.” I smear bright red lipstick across his mouth, purposely smudging it. I force a pair of oversized breasts—silicone inserts—into a push-up bra, tightening it until he can barely breathe.

 

“Look in the mirror, you disgusting freak,” I command. He stares at the feminized caricature I’ve made of him. I lean in, whispering filth about how he’ll never be a man again. He whimpers, but the hypnosis keeps him locked, his mind accepting the degradation as his new reality.

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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Sissy Slave Training Is the Best Way to Submit to Mistress

Sissy slave training is the ultimate best way to serve your Mistress. So, I stepped into the training room wearing only my tight leather corset and heels.
Next, I ordered my newest sissy to strip completely and kneel at my feet. And yes she does obey so well.
Then I circle her slowly while my fingers trace along her bare, trembling cheek. After that, I pushed her forward onto all fours. And took my rider’s crop and gave that ass a swat. Then I reached down and spread her ass cheeks wide.
Soon, my thick strap-on pressed against her tight hole. And I drove it inside with one steady thrust.
Meanwhile, her body rocked forward as I pumped harder with each stroke. Then I reached down and locked her useless cock into its tiny cage. All while I slammed deeper still.
Next, the pressure built fast. And her moans grew louder under my control. Mistress Phone Sex is the ultimate surrender.
Finally, I pulled out and replaced the toy with A BBC bull cock that I had prepared earlier. So, he stood waiting in the wings of the room for his chance to deflower my slut.
Now, the BBC thrust inside that sissy ass. And again, without mercy. Oh, how it filled her completely while she trembled beneath him.
Therefore, a new Sissy has been born to the servitude of the BBC.
Sissy Slave Training

Sissy humiliation training training my sissy sluts right

Sissy humiliation trainingSissy humiliation training, Mistress loves breaking her sissy sluts. Yesterday I drug my sissy into the playroom already hard in her cage and shoved into a tiny pair of sheer pink lace panties. The fabric was so tight it made her little locked up cocklet bulge obscenely, the head leaking precum and soaking the front. Look at that pathetic little clit dripping in your pretty panties, bitch! Of course I slapped her faggot ass hard! I made the little slut parade around on all fours while I filmed it, tugging the thong deep between her sissy cheeks so it rubbed against that sissy hole. Every step made the lace tease her pathetic balls and trapped clitty until she was whimpering. Then I forced the sissy to her knees and yanked the panties up even higher, giving he a brutal wedgie. This is what you are now a panty-wearing cock whore! Don’t forget it! That’s when the bull walked in, thick eight-inch cock already rock hard. I grabbed her by the hair and shoved that face into his heavy balls. Sniff them, sissy! Smell a real man! The little bitch inhaled deeply making her caged clit throb painfully against the wet lace. I pushed her faggot mouth onto his fat cock, stretching those lips wide as I forced the sissy down the shaft. Take it all, you fucking sissy slut! Gagging and choking, drool pouring down her chin onto the pink panties, the sissy girl sucked him sloppily while I held her head as she got face-fucked! Tears pouring down her face as his cock slammed the back of that whore throat. Your little dick is leaking like a faucet in those panties while you choke on superior cock! So pathetic! The bull finally exploded, flooding her slutty mouth with thick hot cum. I made her keep it all in until I allowed the sissy slut to swallow, then rubbed her face in the mess. By the end I my sissy was a broken, cum stained mess in soaked panties, begging for more training!

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.

Sissy Humiliation Training: Just Accept Your Best Destiny

Sissy Humiliation Training is where we must start with you. So be a good slut, and put on your pretty panties.
Now, be prepared to be owned by the hot, powerful Goddess Addilyn.
First, I strip away every shred of your pathetic masculinity. Until you’re trembling in nothing but satin, lace and a leaking clit. Oh, and that clit is indeed locked tight in a cage.
Then, I parade you in front of my friends. Thus forcing you to prance and curtsy. All while they laugh at your tiny, useless clitty locked away in chastity.
Furthermore, I make you beg to suck my strapon. After all, I am training you to deep throat. And to take every inch like the desperate cock-whore you desire to be.
As your training progresses, so will your servitude. So, I pimp you out to real men with massive cocks. Therefore, these big bulls use your sissy holes without mercy.
Consequently, you learn that your only purpose is to serve. Therefore, your place is to please and be filled with cum.
Finally, when your training is complete, you’ll thank me. Ultimately, thank me for turning you into the degraded.
Become the cum-drinking sissy fag you were always meant to be.
Sissy humiliation training