Sissy First Time Creampie Stories Stories

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Tranny G, Gang Bang Queen, 5

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

I apologize - I had no idea I would continue to write about Chris and Tranny G or I would have numbered the stories. These two beloved people are so rooted in my life and there is so much to share. I never imagined I would share these stories with anyone. Since my husband and I became swingers, I had no idea what my interests would be, I just simply plunged...

Sissy Cuckold Husband

by bisissystephenie on Sep 16, 2017
Fetish

If you don't like sissy, cuckold, bisexual men stories, then please don't read it only to complain. You look stupid! ***** Like many husbands, I've wanted to see my wife fuck other men. I like the idea of being a cuckold. I had thought my wife Pam had been fucking a man but I had never seen it. One afternoon a friend of ours came over while my wife was at...

Panty Consequences No. 01

by PantiesAndPies on Sep 11, 2017
Fetish

This series of stories are all standalone so can be read in any order. They are about my favourite fantasy -- my first time wearing, or first time caught wearing panties. Obviously then they include lingerie wearing men and the consequences may include cuckolding, creampie eating or cock sucking men. If this may offend you I suggest you stop now ... otherwis...

Another Tasty Creampie

by Skymaker on Sep 13, 2017
Transsexuals & Crossdressers

It was 7:30 in the morning as I stepped off the treadmill. A light sweat shimmered on my fair, smooth skin. I walked into the middle of our gym room and started doing my post-workout stretches. My body ached a bit after my morning run, but it was a good feeling. Every curve felt warm, glowing, supple and sexy. I bent over at the waist to touch my toes. My b...

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...

The Retirement Party

by DrLuverotica on Sep 18, 2017
Transsexuals & Crossdressers

April 3 Jo had been singing it for days and it was driving me mad! "It's all about the bass, about the bass..." On and on she went until finally I screamed: "Enough already!" "Oh hubby. Do you not like my song?" "Well, I like the way you move to the song." Jo looked hot swinging her big sexy curvaceous ass in a short micro skirt and flicking it up occasi...

Eating her lover's cum from my ex.

by delicioushumiliation on Sep 24, 2019
Loving Wives

This is a true story, with just the names changed for obvious reasons, and tells of what (I think!) led to my becoming the submissive guy I am today, and how I have a constant need to be humiliated by my partners. I apologise in advance if it’s not as racy as some stories, but that’s real life for you I guess. * My (now ex) wife Kate and I had been married...

The Hanky Code Pt. 17

by His_fag_wife on Sep 14, 2017
BDSM

Mistress paused, to let the enormity of her comments sink in. What would Archie her husband be doing now? Would he be stripping at this point or frantically checking on the websites he'd been on and erasing his history. He was caught and if he only knew how his life was going to change, he might not have looked at some of the more extreme sites he had. "Yo...

Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. 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 in pantyhose watching hypno-sissy porn by...

Sissification 101: Ch. 04

by silkstockingslover on Jul 14, 2020
Transgender & Crossdressers

Sissification 101 Ch 04 Summary: Eric sucks his first BBC in a threesome with Joan. 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 in pantyhose watching hypno-sissy porn by his...