Sissy Whore Stories

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Infinite Scroll

From Her Ex-Boss to her Bitch Pt. 05

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

This story includes extreme themes of sissification, interracial domination, watersports, cock sucking, if any of these themes are not your thing, please don't read it. ***** "I think you should have tattoo on your back above your pussy cheeks and another above your little Sissy clit." "But I couldn't do that Master, my wife would see." Amber was almost b...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

Caught in Panties & Dominated Ch. 04

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Cast Tracy -- me Tracey -- me, dressed en Femme Rick - head of security at work, had just caught me masturbating at work, dressed as a woman Ken - my roommate My ass was so sore. But he hadn't fucked me. Not yet... Earlier that night Rick made me his bitch. He took my sissy, lipstick-painted mouth, with his cock. He'd commanded my mouth, and he'd fill...

Goddess Rules Ch. 02

by sub_boi on Sep 17, 2017
BDSM

I take him into my mouth and suck him with My soft, wet lips. When he is near coming, I grab his balls and pull down hard, letting his little cock slip out of My mouth. He moans in pain as My hand squeezes harder on his balls. "Now, My little slut, I have a surprise for you." I go to the closet and pull out a sexy little pink camisole. "Put this on, slu...

Sissy Whore Ch. 03

by DebbieDublin on Mar 12, 2018
Transsexuals & Crossdressers

I woke to the sound of my cell phone vibrating in the other room. I had no idea how long I'd been asleep there on the bathroom floor. It was still daylight but I felt colder. Jumping up from the floor and running into my bedroom to reach the phone before it stopped ringing, I caught a glimpse of my ruined face in the mirror which was still stained with strea...

Cucky Trained by CD DOM Pt. 03

by sndycd on Sep 15, 2017
Transsexuals & Crossdressers

"Gather your things, it's time to go." "Yes mistress." You got yourself together but I told you not to clean the cum off your face so you walked out of the theater and out of the store looking like the cum soaked whore you are. As we walked out I said, to no one in particular, "I hope you all enjoyed my whore. She'll be back." Another two block walk bac...

Girl's Night Pt. 11

by DifferentBreed on Sep 14, 2017
Fetish

The applause from the gallery died as abruptly as it started and Fisher looked to Sophie, searching her face for an indication of what she was feeling. He stood, hand in hand with Eve, growing increasingly uneasy with her silence. "Mistress?" he finally managed to blurt, "What do I do now?" "Now?" Sophie said, "now, you get to cum. Aren't you excited Candi...

Sissyhood of Travelling Panties Ch. 01

by daddyslittlebitch on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 1: Alex A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...

Becoming Her Whore

by ecdilettante on Sep 19, 2017
BDSM

Last time we parted, you told me that you were going to fuck me when we next met. You loved the fact that I've never been taken with a strapon and you promised to be gentle, in the beginning. It sent a shiver of excitement and fear through me, which made you smile. I can imagine heading to your small apartment, anxious and excited. I haven't cum for days a...

From Her Ex-Boss to her Bitch Pt. 07

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read this story if fantasy is not your thing. This has scenes of outrageous levels of forced sissification, forced bi and gay scenes, watersports and general humiliation and degradation. It's just pure fantasy and includes some hypnosis. Some readers find these stories too full of fantasy, in which case please just don't read it. It had all st...