Sissy Cuckold Crossdress Cream Pie Eating Stories

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Infinite Scroll

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

A Cuckold Earns His Horns Pt. 01

by lapraline70 on Sep 16, 2017
Loving Wives

Dozens of replies. Dozens. I did it on a whim without Her permission; I was horny and thought it would be fun, never expecting anything to come of it, really. I've never been good at fortune telling, though, as the results attested. Hotwife/Cuckold-to-be seeks Bull to seal deal - mw4m my Wife is a pro Domme and has instructed me to place this ad for U/us....

Me & My Wife Are Sisters Now Ch. 02

by gayindia1980 on Sep 16, 2017
Transsexuals & Crossdressers

This story is in continuation of my last story Me & My Wife Are Sisters Now Ch. 01 ***** Next morning, we both slept quite late then our usual time, I don't know about Shivika but I was still feeling cum inside my ass. Last night my wife, Shivika was fucked by 2 sexy men in a 3some and then one of them fucked me really hard. Shivika woke up around 9:30 an...

Barbie's BBC Beginning

by jacki697 on Jun 9, 2020
Transgender & Crossdressers

I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...

Life's Changes Ch. 02

by eagle166 on Jun 19, 2018
Transsexuals & Crossdressers

If you haven't read chapter one, please read first. Please enjoy and vote. *** Hello my name is Donnie Baker, after reaching our agreement with Kurt, I've put my Daughter to bed in her crib, My sexy blonde wife Lisa is at the end of the hall probably sucking on the biggest cock we've ever seen. How can I be this calm about it? Well really I'm not so calm...

Cuckoled by a Toy

by Bakeboss on Sep 15, 2017
Toys & Masturbation

My strange and wonderful journey started innocently enough by a dinner date with my husband of twenty-five years. He took me to a new place downtown and although the dining experience was hardly memorable, the evening turned my life and our marriage around in a most rewarding way for me. After our meal, we were walking downtown toward a romantic little bar t...

Becoming a Sissy Cuckold Ch. 02

by Pantieslave on Mar 26, 2019
Fetish

Beth was now fucking Jerry every 2 or 3 days and each time they had sex Dan was required to be dressed in girly clothes and made to watch them as well as to video them. Beth loved watching the video's with Dan on those days that she didn't have sex with Jerry. Dan was also required to suck on Jerry's cock getting it hard so that he could fuck Beth and Dan wa...

How I Met My Husband Ch. 06

by DandJ69 on Mar 2, 2020
Fetish

It's been more than a year since the last chapter of this story, so I thought I'd finally follow up and tell you what happened next... Next we all headed for the cuckold room, after all it was the most relevant room for Dan. I wanted so badly to make Dan witness me getting fucked and preferably by his mate David. But first I wanted to fuck Dan, I had been...

Jack and Jill Pt. 01: Jean

by candyflosslover on Jul 13, 2020
Transgender & Crossdressers

Dinner was almost ready when the doorbell rang. He turned down the stove and went to answer the door. She was taller than he expected, broader too, but she was undeniably a very attractive black woman. 'Hi,' she smiled 'You must be Jack, I'm Jean, it's nice to finally meet you.' Jean was Jill's colleague from work, he had heard about her many times over t...

Bed and Breakfast Hotwife

by donaldelliott11 on Mar 9, 2020
Loving Wives

[Note: The hotwife in this story is, well, a wife, right? That means she has a husband. When she gets hot, he becomes a cuckold. You following this, Annony? Get over it, or read a different story. Oh, yeah, one more thing -- BTB is a fetish and has no place in Loving Wives.] *** Tracy and Don Elliott, empty-nesters in their late 40s, supplement their incom...