Gay Emasculation Stories

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Voyeur Girlfriend

by PrettyStoryLover95 on Apr 23, 2019
Gay Male

I was home that Saturday evening when Fynn, my boyfriend, wrote me a message asking if I was home. I usually waitress on Saturdays, so it was normal that he should ask. I told him I wasn't home, even though I was, because I wanted to surprise him with a chocolate cake that I had bought for him and put in the fridge. I hid in the kitchen until I heard the fr...

The Making of a Master

by Littlepoppyhole on Oct 6, 2020
Gay Male

David lay on the dishevelled bed exhausted and still sweating after his recent sexual encounter with a man called Raymond. His hole was leaking semen onto the bed sheets. The sheets also gave off the aroma of anal mucus. This did not perturb David as he was deep in thought about the man he had served. He thought there was room for improvement in his sexual i...

Bad Deal Ch. 02

by skip5236 on Aug 18, 2017
Gay Male

The essential elements of this story are true, but the names have been changed to protect the not particularly innocent. I had visited Josh's apartment five times, the pattern changed very little each time. I would arrive at this place; Josh would say nothing when he opened the door, it was understood what I was required to do. I would strip at the door, le...

Bitch Boi Pt. 01

by Dreaded654 on Jun 1, 2020
Gay Male

I take a deep breath, barely believing what I'm about to do. The car is still running and I consider leaving, but know that I won't. I came this far. I'm here to stay. I grab the plastic bag in the passenger seat and look at the contents. It's a thin blue thong bathing suit. Not a man's thong (which somehow would make this better), but a bathing suit bottom...

The New World Ch. 05

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hey everyone! I want to apologize because this chapter is gonna be pretty short, even by my standards. I just wanted to post it because I'm busy and I haven't posted for NW in a while. I just started college, plus I'm trying to finish Boy from the Sea and work on Tenderness. I even have another Bottom Tier chapter I'm working on. I'm so busy! and I never s...

Carnal Knowledge in Corporate America

by hardworker on Aug 18, 2017
Gay Male

Go through downtown in any major city and you see them, those glass boxes. They are the modern cathedrals to capitalism where investment banks, law firms, corporate headquarters and the like tower over the rest of their respective communities, lording their strength and influence. Interesting that they are called glass boxes since one ordinarily associates g...

Platres Conclave Ch. 04

by sr71plt on Aug 30, 2017
Gay Male

"English. English, please. We have an American guest." I normally would have taken that as a friendly gesture, but I felt the sarcasm and condescension at the core of Elias Mikalaides's request that the men of the conclave discuss their topic in a language I could understand when he had gathered at Elias's bungalow late the next morning. It was like he was...

Fucked Up Ch. 03

by ruggerjocklad on Sep 14, 2017
Gay Male

The first thing that occurred to me, as the door of the huge master bedroom was locked shut behind me, was how totally fucked I was. Followed shortly thereafter by the realisation that I was almost certainly going to have my arse fucked - for the first time in my entire 37 years on Earth - by some perverse, voyeuristic sadist, in about twenty minutes' time....

Machito

by CyanideT on Mar 6, 2018
Gay Male

Macho: adj., n., (pl. -chos). Having or characterized by qualities considered manly, esp. when manifested in an assertive, self-conscious, or dominating way; denoting or exhibiting pride in characteristics believed to be typically masculine, such as physical strength, sexual appetite, etc. Machito: adj., n. (pl. -chitos). A faggot pretending to be macho. *...

Little Man

by PenaltyStunning on Oct 5, 2020
Gay Male

Warning of minor short scenes of attempted sexual assault that some may find disturbing. ------------ My freshman year of college was supposed to be a new start for me. I chose the furthest university that would accept me and planned to leave my past life for good. For a bit everything seemed like it would turn out great, but even when it seems everything...