Shemale Cuck Stories

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Since that day....

by Ssrd33 on May 5, 2019
Transsexual

The weekend I finished and my whole body felt heavy, my ass felt more open and empty at the same time, I slept all the rest of the day. The next morning I woke up and had Melany's penis full of milk, I took it out and I felt that my mouth was very sticky, I went to the bathroom to take a shower because I could only smell the semen all over my body. When I ge...

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Black Owned Couple Pt. 01

by cuckstories124 on Jun 4, 2019
Loving Wives

My wife and I have always had a sexually honest relationship. From the very beginning, we talked about everything. Our fantasies were pretty varied, but we always ended up focusing on one thing, sharing each other. Thoughts of threesomes, swinging, swapping, and watching fueled our desires. As we explored ourselves, natural submissive attitudes began to take...

First Time with a Shemale

by BigAndy922 on Sep 13, 2017
Transsexuals & Crossdressers

I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of ummm, how should we say... party favours. I liked my share of porn, and as I had...

A Couple and a Shemale Encounter

by Vennessa on Sep 12, 2017
Transsexuals & Crossdressers

Not long ago I was sitting home alone on a Friday night with nothing much to do and feeling horny so I decided to go out. I showered, misted myself with my favorite perfume, put on a sexy black bra, rolled on a silky new pair of jet black sheer to waist pantyhose, slipped into a tight, very short, little black spandex dress and slid my nylon clad feet into a...

Tribal Ecstasy Ch. 01

by icemania on Sep 16, 2017
Transsexuals & Crossdressers

Denise pressed her hands as hard as she could over her ears as she tried to block out the low thunder of drums and the faint shrieking moans that had become her only companions. Her head still throbbed a little from the injury she had suffered in the car crash, but it hardly figured on her list of concerns right now. She had woken up here in this dark musty...

How I won Back My Wife Ch. 03-04

by The_reader94 on Dec 9, 2019
Loving Wives

Bella began to explain to me the plan she had in mind. She introduced me to the concept of a cuck. I listened to her plan with pin-drop silence. She had my undivided attention. After she finished explaining me the plan, she asked me what I thought about it. "Are you sure this will work?" I asked Bella with concern in my voice. "If she loves you, then it w...

Step-Mother has a Secret

by call_me_dana on Feb 12, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** "Rachel ... Wait! I can explain." The curtain had already closed and she was gone. I looked in the changing room mirror and my untucked bulge was quite evident. I hurriedly re-tucked, stepped into my leather skirt and into my heels. Looking at the pretty young woman who had been...

A Night with a Sexy Shemale

by MajesticLVR87 on Sep 13, 2017
Transsexuals & Crossdressers

This is a true story which goes deeper into my explorations of my sexuality in my younger years many people may not have the guts to share so much about their past I don't have that problem because I have met the love of my life and plan on sharing the rest of my life with her my adventures with other partners or random partners is over I have settled down s...

Karenkay

by Chris Payne on Sep 15, 2017
Interracial Love

When I look back at how the whole business started I blame Karenkay. She is the prolific Literotica writer whose work is usually to be found on the Interracial pages. If not her, then it was the fault of my wife's little white poodle. Then again maybe no one was to blame. Maybe it all worked out as it was destined to do. I was sitting at my computer reading...

Shortening His Sentence Ch. 02

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

I knew when writing the first chapter that I'd get around to writing a follow-up chapter. This one definitely requires another installment sometime as well. I mentioned at the start of the last chapter that there wouldn't be tons of sex from the get-go, the same can't be said for this chapter. ;) * Foster's tongue lapped at Miss Julia's cock head. It'd bee...