Sissy, Heels, Cuckold Stories

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Infinite Scroll

A Painful Confession: Cliff and Amy

by Cinical on Jul 30, 2018
Loving Wives

We were having our usual family dinner at the kitchen table. Just Amy and I because our kids are grown and out of the house. The meal was a simple veggie stir fry concoction I whipped up. I fixed dinner tonight because she had something going on at the school where she worked and was late getting home. Amy's usually home before me but not tonight. We decided...

HypnoSissy: Cum Cravings

by silkstockingslover on Sep 26, 2017
Fetish

Summary: Videos entrench his hunger for cock and cum. Note 1: Thanks to hfernandez1983 for the story idea and the intriguing revelation that hypno sissy videos exist. Note 2: Of course, all participants are at least 18-years-old. Note 3: Thanks to TexBeethoven, Robert, and Wayne for editing this chapter. Apology: This part was originally announced as bei...

Guarded Ep. 02

by GCStargazer on Dec 23, 2019
NonHuman

Tracey leaned against the wall of the dressing room, one knee bent forward from her boot planted on the wall behind her. "So a pair of scissors huh, you almost pissed yourself over something like that?" Leo glared at the wolf while sitting in the makeup chair. "I didn't p-!" His mouth snapped shut as the pink-haired llama doing his second layer, grabbed his...

My Indian Slut Wife Vidya Ch. 09

by spankedboy on Oct 12, 2020
Loving Wives

My Indian Slut Wife Vidya -- Chapter 09 My wife and the pool boys -- Rajesh Author's note: This is a story of a cheating wife, of adultery, of cuckoldry and small penis humiliation. If that is not your thing, skip this story. And remember while adultery can be a great source of enjoyment in fantasy and erotica, in real life it damages souls and destroys m...

Elysium: The Chance

by SecondCircle on Sep 14, 2017
Transsexuals & Crossdressers

This is a slow burning story, but she'll burn bright. Cast your vote and leave me your thoughts. I cherish it all and grow. Thank you for reading, and for opening the doors to Elysium. Hope you guys enjoy. All characters are above age 18. **** Reflection **** "They were right about you." I could still hear the rain over the blaring radio. It was reall...

Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Coach Daddy Ch. 07

by whatcouldofbeen on Sep 25, 2017
Transsexuals & Crossdressers

It has been several glorious weeks since my gender and in essence , my life, changed. Who was once an awkward bean pole of a young man, was now a confident budding woman. It all started when my boss, Coach Zek, noticed my preoccupation with all the huge men I was now constantly surrounded by. He also noticed that I wore a bra. I'm sure at first he thought I...

Moment of Truth

by sharkinlace on Sep 25, 2017
Transsexuals & Crossdressers

So...my life has pretty much come down to this. I came home from work to see that my wife had bought a new skirt. She had tried it on and was modeling it for herself in the mirror. She looked great. The skirt nicely accentuated her sexy curves. And judging by her reaction to her image in the mirror she really liked it. But the first thought that popped into...

Submissive Husband Ch. 01

by Freakboy80 on Sep 19, 2017
BDSM

Bill and Stephanie have been married for almost ten years. They have a good relationship and get along great, but like most couples that have been together for a long time, their sexual relationship just isn't as exciting as it once was. Their sex life had been reduced to nothing more than a routine, which consisted of brief oral sex on each other follow...

Also

by PTBzzzz on Sep 16, 2017
Loving Wives

There are places in this story where the same person is referred to as Missy, Mrs. Smith or Also. Please understand the names are to give the perspective of the person viewing her. There is no overt sex. If you are looking for a cheap thrill you will not find it in my stories. Hank Williams Jr stated once that he writes songs about subjects he knows. I wri...