Sissy Prostate Stories

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The Neighbors Ch. 03

by gsac305 on Nov 2, 2020
Anal

The following day Bill and Wendy came to our door around 3:30 in the afternoon. As Kelly let them in, the troubled look on their faces was an obvious sign that something was troubling them. "Hey guys," Kelly said as she stood in front of them, "what's the problem? You look like the sky just fell on your head." Wendy, looking the most crestfallen blurted ou...

Birthday Present Pt. 06

by donnaallure on Sep 18, 2017
Transsexuals & Crossdressers

I did not know what I was going to do. Donna had changed so much and had completely taken over our sex life. In fact, I realized, she had taken over my whole life. My life was upside down from what it had been, and in less than a week. I shifted in my chair and felt the butt plug change position. Even after what had already occured, I felt my dick twitch. My...

My Wife Leads the Way

by FantasizeAndRealize on Sep 18, 2017
Group Sex

I have been married for eight years now to Sherrie, who is a short voluptuous well proportioned brunette. She is exudes sex and I always notice guys looking at her. I am 32 years old and she is 30. I myself am on the short and slim side but I am well proportioned and look good. We have two young girls and what would seem the perfect life. Sherrie has a pub...

Stephanie's Toy Ch. 03

by cuckoldwishes on Sep 25, 2017
Transsexuals & Crossdressers

THIS STORY CONTAINS THEMES OF FEMINIZATION, CROSSDRESSING AND FEMDOM. IF YOU DO NOT LIKE THESE TOPICS THEN PLEASE DO NOT READ THIS STORY. I APPRECIATE ALL CONSTRUCTIVE CRITICISM BUT RUDE COMMENTS WILL BE DELETED. THANK YOU AND ENJOY ;) I stared at myself in the mirror. Over the past few months my body had changed a lot. I had never been fat but I did have...

Burgundy Lips Ch. 02

by qdata on Sep 15, 2017
Fetish

Author's preamble: After a long time, I return to the story related in Burgundy Lips. The story tells of consensual heterosexual sex between a youth and an elderly widow, and contains an element of fetish. I urge you to read the original story to get the full context of this chapter but a brief synopsis is that a young man is seduced by an elderly spinster...

Strap-on Twins

by Talin on Sep 26, 2017
Fetish

It has been almost a week since my sunset encounter with my lover and I have been worried she might be so turned off by my strange fetish that she no longer wants to see me. Sex had been good before she used a strap-on to fuck me and we had seemed to hit it off outside of bed also, but the tone of our conversations since have been a bit weird. Friday night...

Webmeets Diary Ch. 03

by starbelliedboy on Sep 14, 2017
Transsexuals & Crossdressers

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I'd been using the...

Dirty Weekend

by MsHenry on Sep 14, 2017
BDSM

Part I -- Anticipation --------------------------------------- You said: "Tell me your wildest, most thrilling sexual fantasy, and I'll make it happen for you this weekend." What a sweet and thoughtful request. How could I possibly refuse? The key to sexy is arousal. The key to arousal is passion. Inflame mine in every way you can, baby, and not only wil...

Trespassing

by tantraplanet on Sep 12, 2017
Exhibitionist & Voyeur

Lori pulled the slick blade of a new razor down the inside of my thigh, making a clean, kissable path between drifts of foaming gel. Then she dipped the razor in a bowl of hot water, where clots of cream melted slowly away. She liked to let the razor hover a moment or two before baring more skin, and usually had a mischievous spark in her eyes as she planned...

All About You

by PaigeMartin on Sep 18, 2017
Loving Wives

It's been a very long week for you at work. I hear the exhaustion and tension in your voice immediately when you call to let me know you're on your way home from the office, slowed down by the light snow that has made traffic even worse than usual. As I hang up I think for the millionth time what an amazing husband you are. So smart, talented, hard working...