Gay Wife And My Boss Stories

22,824 results
Orientation
Length
Source
Infinite Scroll

Cuckold at a Cocktail Party

by CuckoldGuy on Sep 1, 2017
Gay Male

When I was a young, naive, immature man or maybe I should say boy, I was engaged to be married to a very beautiful, sexual, voluptuous, full figured girl. She had full puffy lips, large rounded breasts, curvy hips with full rounded buttocks. I introduced her to my boss. He was an old wise man and she must have made an impression on him because a couple of da...

My Wife's Boss Ch. 05

by jaygreenx on Sep 25, 2017
Gay Male

All rights reserved - this story is a work of fiction and remains the property of the writer. "Oh please, I'm so ready. Drive into me all the way." Ann's voice was thin and hoarse, she was nearly begging to be impaled by that long shaft. Heinz held his cock in his fist and rubbed the huge head up and down her slit, his helmet becoming wet and shiny with her...

An Executive Learns His Place

by Luctari on Sep 14, 2017
Gay Male

My phone dinged, an email from Tim, guy in our IT department. What the hell was he doing sending something to my personal address? How'd he even get it? I opened the message. Luke, I have an important matter to discuss with you that I don't think you'd want to talk about in the office. Meet me at the Motel 6 near the airport tonight at 7pm. Tim Who the...

Wild Flower Ch. 10

by vanalas on Feb 5, 2018
Gay Male

Comments, critiques and tips are welcome. Hello guys and welcome to another intriguing chapter of this story filled with suspense and revenge. Before I go into details I would just love to tell you guys that I love you so much. Thank you for everything. Don't forget to drop your comments at the end of this chapter and don't forget to rate. I love you once...

Call Me an April Fool

by robertreams on Aug 17, 2017
Gay Male

Call Me an April Fool [A satirical attempt to fit into as many Literotica categories as possible.] by Robert Reams Many thanks to Pilot and one other for editing Goddamn! Shit! I am so pissed off. Who the fuck ever invented April Fool's Day anyway? Fucking asshole. Even so, how could she have done this to me? It all started last Friday, March 27th. I s...

Amsterdam Weekend Ch. 02: Tom's Story

by Sean943 on Nov 18, 2019
Gay Male

My name is Tom and this is my story, of my first visit to Amsterdam; it all started at our usual Friday night pub meet in the centre of Manchester. I always looked forward to it as the guys there treated me as an equal. The usual heated discussion had started. This time was what we would do if we could get away together for a weekend. I said; let's all go...

Cumslut Diaries - Third Encounter

by bigal999 on Mar 18, 2020
Gay Male

Another entry in the Cumslut Diary. I just got an email from the first guy that I met at the Hyatt. He said the salesmen said I was a keeper. He told me he saw the video and that they were going to show it at their weekend poker game. I'm getting a sinking feeling. He said that the maintenance techs were going to be in Savannah on Monday and that he would...

Glory Hole Revisited

by JRob on Sep 14, 2017
Gay Male

At the time I couldn't help thinking that everyone who saw me after my impromptu visit to the adult bookstore KNEW. They knew what naughty things I had done on my business trip to Philadelphia. They could tell, simply from my demeanor, that I had visited the dark, dingy booths in the rear and their x-rated peep shows. That I had played with myself while wa...

Tom's Peculiar Situation

by daithi_76 on Aug 18, 2017
Gay Male

Tom shivered a little as he pulled the razor over his chest while removing the last vestige of hair on his smooth tanned nineteen year old body! Stepping back under the shower, he rinsed away the residual soap suds, and after rubbing his hands all over to make sure he hadn't missed a spot he shut off the water and grabbed large bath towel and dried off. For...

Plumber's Visit

by greyhound_guy30 on Aug 18, 2017
Gay Male

I knew I was screwed when the toilet overflow the third time that night. I had to call a plumber. I hated to do it since I was in between jobs but I had to have functioning toilets. After searching the phone books I called a local guy to fix my problem. At that moment I envisioned my money going the way my life was, down the toilet. Until recently, I had a...