Sissy Cuckold Crossdress Cream Pie Eating Stories

121,850 results
Orientation
Length
Source
Infinite Scroll

Nina Dresses me as a Girl

by Bakeboss on Sep 14, 2017
Transsexuals & Crossdressers

I cannot believe a whole year has passed but as I look at the calendar, I see Halloween is approaching and that is when it all started. The company my wife works for decided to have a costume party, well not the company, but my wife's boss decided. Nora was bugging me for costume ideas and I just told her I would wear any costume she decided on. You see that...

Summer at Auntie's

by BimboBarbie on Dec 18, 2017
Transsexual

You stumble off the plane and into the airport with your legs feeling like jelly having been seated for a few hours, heading down to the conveyor belt to collect your suitcase. Watching as a few familiar people you recognize from the flight all come and go, collecting their bags happily and leaving while you remain growing increasingly worried. Eventually it...

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Cuckolding was Me Totally Pt. 02

by ACTDrew on Oct 13, 2017
Fetish

Jill had settled into the new situation with us perfectly and I think I enjoyed it even more than she did. I had taken control of her web sites and had also created a few personnel sites to help her find men to play with (all with big cocks). At home Jill was slowly taking control of the house and turning me into the primary domestic role for the house and...

Pie - I Just Love Them

by DiggerDave on Sep 11, 2017
Fetish

This is a story of my own private relationship with my wife and the start of my journey into becoming a cuckold. This story contains graphic description of cream pies and how I enjoy cleaning them up. If a story regarding adultery and cream pie eating is not for you then please move on and find a story to read more to your particular liking. I just love...

From a Husband to a Dutiful Sissy Ch. 01

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it. ***** Chapter One: Sometimes one's most unique secrets do come out. My name is Phil and I've alwa...

The Pool Party

by JamesMiehoff on Nov 19, 2018
Erotic Couplings

Copyright (c) 2018 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. --------- This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on sex that...

March Madness Ch. 09a

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

I Make Believe I'm a Cuckold

by donaldelliott11 on Jan 20, 2020
Fetish

[Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either one. The story carries the label "BCS". In other words, if I put it in the Loving Wives section, it would be lambasted as Bi Cuck Shit. Tough crowd over there.] +++++++++++++++++ Every few weeks I travel with a female coworker to three-da...

Jamaican Cuckold

by pervtoo on Feb 20, 2018
Interracial Love

(A vacation that changed our lives forever) CAUTION: If you are not in cuckold stories with a cream pie ending you might want to skip this story. ***** My wife wanted to go to an all-inclusive resort for her 30th birthday, so I booked it. We were hopelessly in love and got married after graduating from high school. She was a virgin cheer leader on our wed...

Carmen and Eddie Ch. 07

by bonnietaylor on Sep 15, 2017
Loving Wives

On Friday night Jason arrived and as Eddie opened the door Carmen was waiting with just a robe on. It was cut about an inch below her cunt and her magnificent legs were in full view. Jason was polite and said: "Hi" to Eddie s he moved past him and took Carmen into his arms. Eddie could see her lover's large hands run up the back of her thighs and cupped ea...