Shemale Dominates Guy Stories

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Length
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I Am Jack's Life Ch. 05

by Finis on Sep 13, 2017
Novels and Novellas

Author's note and acknowledgements This story has sat on my hard drive for four years now. I wrote it, all twenty chapters and 95,000 words of it in eight days of a frenzied, near trance-like state, sitting on my couch with my wife's laptop. She would occasionally have to remind me to eat. When the dust settled, and I looked up, I realized a couple of...

The Accidental Exhibitionist

by Murray on Sep 13, 2017
Exhibitionist & Voyeur

Too much coffee can really disrupt a morning. She drank her three cups of coffee to stay awake during that one awful day of the week where all three of her liberal arts electives were back to back from 9 AM straight through until noon. If liberal arts were actually interesting, chugging one coffee per class wouldn't be necessary. Now she was fidgeting and wa...

The Unlikely Quarterback Ch. 06

by MaximusTheMad on Sep 25, 2019
Novels and Novellas

*Thanks to Alwaysready64 for editing and contributing some snippets of this story, and to PN for beta reading. *All sex described in this story will be between consenting adults, 18 or over. * This is a long story. It's a story first, that happens to have erotic content in it. There is no sex until more than halfway through (approximately chapter 9), so...

Hot Chocolate

by BeauZeau on Sep 23, 2019
Interracial Love

"Ronnie, hun. I need you to wing for me Saturday." "Umm, What's his name?" "How did you know it's about a guy?" "Well, the last time you needed me to wing, it was about a guy." "I keep forgetting how well you know me." "Ok, text me the address and time. Maybe this will be the one." "Jeez, I hope so. I heard he can lick his eyebrows." "Slut!" She laug...

Desperate Ch. 05

by bad_hobbit on Jan 9, 2019
First Time

Apologies to my loyal readers - Chapters 4 and 5 needed a little rework to correct timelines, and I've had a couple of other stories to progress, as well as life getting in the way. Anyway, Vicky's journey is nearing completion. Chapters 6 and 7 should, I hope, complete the 'caterpillar to butterfly' transformation. And then she stretches her wings... *****...

My Old Guy

by anonentity on Sep 17, 2017
Mature

Dear Mister Old Guy, In case you were wondering I am nearly nineteen and should know better than to behave like that but I'm writing you this letter and sending you these pictures of me because you simply blew my mind away this evening when we met in the Mall. Now, here I am in bed, one of my favorite places, thinking about all the things that happened toni...

Pole Position Ch. 01

by lucifer_hardcock on Sep 17, 2017
Loving Wives

The author retains all rights to this story. It may not be posted or printed elsewhere without the author's express written consent. This story is permitted on the Literotica website. The names, people and places in this work are fictional and any resemblance to people living or dead is purely coincidental. * "Honey, Nick has a really big cock." I was ly...

Eleanor Rigby: The Aftermath

by Harddaysknight on Sep 13, 2017
Loving Wives

"Bless me Father, for I have sinned, and I wish I could die!" I wailed into the darkness. Before I could stop crying, the door to my confessional was opened and Father McKenzie stood over me. He offered his hand to me as he spoke. "Come with me, Eleanor, please. We need more time and privacy than this confessional can offer. Come with me to my office." I...

A Prison Guard Nymphomaniac

by dave110256 on Sep 13, 2017
BDSM

I've been intrigued with men behind bars for as long as I can remember. As a child I enjoyed playing with the bad boys in school, even tying their hands behind their backs when given the chance, pretending to put them in jail. I loved pretending these boys were my prisoners, having them in my control, telling them what to do. I still had this fetish, even t...

Autumn Takes Them All

by JmaHoney on Sep 11, 2017
Group Sex

"I think it is hot when a girl is shaved." said Jason. "I don't know that it matters. I mean you see more but otherwise what is the point." Tim replied kind of sheepishly. "I mean, if I can be honest, I have never seen one in real life. Does it feel different?" To this day I don't know what made me say it but I did. Looking back I couldn't have know where...