Cock Caged Shemale Stories

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Infinite Scroll

Mamma Mia - En Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"Ah chico, I think you already know the answer. It's making you into exactly the lover I want," Mia said as she brought a hand over to rub her cuddling stepson's chest. "It's making you into a woman like me." All the changes he'd experienced over the past weeks suddenly clicked in Tommy's head. The swelling and tenderness in his chest. The slight widening o...

Mamma Mia - Forced Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"We need a little more feminine energy around here." The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop. "You mean another woman?" Mia hooked her legs behind Tommy's head and pulled his face back into her ass. "No, I mean you, you dumb sissy bitch." Once Tommy finished with pleasuring Mia, she led him into her closet. She...

Mistress M Pt. 03

by humblersub on Mar 2, 2020
BDSM

He was once again in her bed between her legs. He had lost track of her orgasms at about twelve. She was way past that now. He had also lost track of time. He never tired of making her cum. And she never tired of him being between her legs. She had given him increasing license to do what he wanted with his tongue and fingers when he was between her legs. He...

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Who Wears Short Shorts?

by grgy56 on Sep 13, 2017
Transsexuals & Crossdressers

I love grocery shopping in the early morning. No crowds so easy parking and I'm able to take more time. The store opened at 8 but I planned to go for 9 and still beat the mob. I found most of the moms that shop usually went around 10.30 or 11. Anyways, I needed to get ready. I thought about being a little more daring today. Not that I had a lot of hair anyw...

One of the Girls Pt. 02

by Erotictales4u on Sep 26, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom, maledom and transsexual/cross-dressers niche, it is focused on humiliation. This is the second chapter of One of the Girls. Sorry for the long delay. ***** The studio lights blinded and disorientated me for a few minutes as Lana led me by...

Mistress de Sade's Sissy School

by spitzharder on Sep 16, 2017
Transsexuals & Crossdressers

My whole body hurt, everything, both inside and out, the pain had brought me agonisingly awake. I could feel the bars of the cold cage I had been thrown into, it had been my home for several months but the beating was new. The other sissies had turned on me, they might be 'girly' but they were cruel, Mistress Kayne had warned me that to disobey one last ord...

Quarantine Queers Pt. 03

by secondsamuel on May 13, 2020
Transgender & Crossdressers

Author's Note: This is not to make light or minimize the clusterfuck that's going on right now. It's just my creative way of coping. If you like it, please let me know in the comments sections. * Our weird Quarantine rules had been in place for two weeks. A few times a day, Paul and I would switch our flatscreen over to Pornhub and suck each other dry. Ye...

Slow Descent into Sissy-Hood... Ch. 02

by Slipperylock on May 11, 2020
Transgender & Crossdressers

I started pretty slow. I'd wear it for at first hours, then a day, and then finally overnight. That one had been the hardest, no pun intended. I would wake up multiple times a night, locked in sweet torture between the inevitably erotic thoughts in my head and the bittersweet tightness between my legs. The first time I'd tried it, I'd made it till 2 a.m. bef...

Hotel Club Ch. 03

by pantywriter on Sep 25, 2017
Transsexuals & Crossdressers

I stretched and groaned under the sheets while transitioning from sleep to wakefulness. I felt really good, well rested, and sported the usual morning erection. Idly and automatically I reached down to caress myself when my fingers touched the lacy fabric of the panties. A giant grin spread over my face as the events of my second night's adventures with Cind...