Gay Cross Dress Stories

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Orientation
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Infinite Scroll

Doing Nate a Favor

by ibjtjones on Jun 19, 2018
Gay Male

I got a call from Nate, David and I introduced him to Bruce, and they hit it off great. He wanted us to "surprise" their friend Tanner and fuck him silly to help get him over everything that had gone sour in his recent life. Nate said he had always fantasized about big black cocks like ours. They had given him the code to the lake house and he'd be visiting...

My New Daddy Ch. 01

by sissytoy20 on Feb 13, 2018
Gay Male

I'm 21 years old and I attend college but I still live at home for financial reasons. I've always been fem and young-looking for my age. I like to cross dress, but I don't usually dress fem in public. I've just found that it can be difficult for some straight folks to take a young male who likes to be a sissy slut. So you can imagine my surprise when I was r...

Talking Him Through

by madamefielding on Aug 30, 2017
Gay Male

**Note- this was originally part of a novel I was writing, and there is a REASON why eighteen year old Antoine has never masturbated before: When he was very young, he witnessed the beating of a boy for being caught masturbating by the dormitory's deacon (Catholic school). The boy then had to tell his classmates what he did and was flogged again, naked befor...

Can I Try?

by ShyTammy on Sep 14, 2017
Gay Male

Author's Note: OK, so this one is a fantasy I have had for years. Growing up I didn't really have any friends, but that wasn't always true. I don't feel bad about not having friends as a kid now. I think it makes me better to my current friends. I also think all the time alone contributed to what little writing skill I have. Randy was a friend I had when I w...

Revere & Cross Ch. 01

by WolfFather on Aug 18, 2017
Gay Male

I had a hard time deciding a category for this story. I was stuck between erotic horror, nonhuman, and gay male. Since the series is named after two male characters and is mostly about their relationship I decided to place this in the Gay Male category. That being said Revere is bisexual so there will be some heterosexual sex between a certain hot cop, so be...

Union Station

by Maiyeko on Aug 18, 2017
Gay Male

I remember the sound of luggage rolling across concrete as he turned. The ripple he made in time frozen on my brain, the image of his sway. I stole that parting glance and tasted the air through which he had passed, brushing against me a sweet memory. He said something, or hinted at something perhaps but only to my eyes. It was understood, the secret that ca...

My Angry Tenants Ch. 04

by rae121452 on Sep 25, 2017
Gay Male

John Johnson, the parole officer, had become one of my steady fuck buddies since meeting him through Ron and Gary. Whenever the mood hit I'd drop into his office and I was guaranteed to leave with a load of hot cum down my throat or up my ass from his always hard cock. This particular morning, I knocked on his door and entered without waiting and I was surp...

Cock Cruising in Cum Quickly Woods

by danielblue on Aug 18, 2017
Gay Male

It had been a shit week; everything kept going wrong for Jake and only one thing could put it right: cock, cock and more cock. He jumped into his vehicle and headed out of town on the Friday afternoon to the one place he knew there was bound to be some man meat on offer. There was a place that everyone with a hunger in their crotch or ass knew about. Nobody...

In the Middle of Tomorrow

by endthedream on Aug 18, 2017
Gay Male

Jimmy stopped in the middle of tomorrow. He was in his 18th summer. He had never been here before and like all strangers in a strange land, he stopped to get his breath back. Maybe tomorrow was kinder than today. It seemed the same, though. Magnets like food and air and breath and the need to see his bones knitted together in the same way, as yesterday had s...

When Darkness Falls Ch. 02

by Little_panda2412 on Sep 19, 2017
Gay Male

Alex Beep Beep Beep Beep I open my heavy eye lids and see a cold sterile hospital room. I attempted to turn my head but the pain that explodes in my skull causes me groan. A small nurse pokes her head in the door and smiles, "good to see you're awake hun." She comes to my bedside, checking my vitals before giving me something to help with the pain,"Don't...