Gay Caught Crossdressing Stories

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Defiance Ch. 12

by SumOfAllThings on Sep 14, 2017
Gay Male

Clawing at his face, Tanis let out a frustrated groan. "Do you think the rumours are true Kener? Is there magic in his blood? Has he cast some sort of spell on me?" He looked beseechingly at his old mentor. "I never wanted a man before I knew him. A wife and children would have made me happy. But then I see him and it's as if I'm a man possessed. I know Chri...

Defiance Ch. 07

by SumOfAllThings on Sep 14, 2017
Gay Male

Lukas opened his eyes begrudgingly and stared languidly up at the night sky. Tate's warm body lay beside him, close and comforting in the chill spring air. He supposed he should be thankful that Tate still deigned to sleep beside him, especially when every gesture and word that came out of his mouth seemed to scream hostility. Lukas tried to push away the su...

In a Public Toilet Ch. 01

by tazsis1 on Aug 18, 2017
Gay Male

[This is the story of an encounter in a public toilet with three possible endings. Endings two and three to be posted soon.] Chapter 01: Looking I was at one of the London's main train stations early on a Sunday morning on my way to work. I needed to piss. The public toilets were down some steps under the main concourse. The entrance led into a large area...

Return from Spring Break

by WFEATHER on Aug 18, 2017
Gay Male

The anal plug was buried deep within me, and as I tapped on the base of the thick, hearty plug, I once again felt a thrill as I felt he vibrations of that tapping cascading into me. With each tap, my breath caught briefly in my throat, and my manhood throbbed against the pillow beneath me. Yet part of the exhilaration of the moment was the noise coming from...

Fishing Ch. 02

by fidofashion on Aug 18, 2017
Gay Male

It seemed my alarm went off just 5 minutes after I hit the bed, but I wasn't complaining. This was going to be a very interesting day. I had a quick shower, and shaved -- my face, around my nipples and farther down. Being grubby today -- even if we were just "going fishing" -- was not an option; also Hal had said we were going to stop for breakfast, and I w...

Caught Behind

by Penisleeve2020 on Apr 21, 2020
Gay Male

Caught Behind The woman in my life had been away for a fortnight and would still be away for another two weeks. We normally enjoyed an active sex life and I was frustrated as all hell. We were both bisexual and I was allowed to 'play' as long as it was only with men if she wasn't also involved. She knew I was a passive slut when engaged with men and this o...

The Biking Trip

by Elected on Mar 26, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** "Yeah, sure, man, you're just mad you can't jump like me," Mark said as his bike bounded over some roots ahead of me. I wheeled around them and skidded to a stop. "I just don't want to," I grumbled, wiping sweat from my forehead. Mark stopped easily and shot me a grin. "Y...

The Sharing of Sam

by TonyB on Aug 30, 2017
Gay Male

It had been several months since I had caught my friends wife in a compromising position with a black co-worker. This situation eventually led to my having sex with her as well but I couldn't seem to get that image out of my head. The sight of his powerful black body, sweaty and muscled, on top of her beautiful petite frame with him using all 200 plus pounds...

It's Only Fair

by EvanWalsh on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** I opened my eyes to the bright morning sun filtering through the blinds of my bedroom window. Stretching, I felt my throbbing morning wood press against the sheet that was covering the lower half of my nakedness. I reached down and gave it a rub over the sheet, smiling as the drea...

Cum Addict Falls Off the Wagon

by kn33pads on Aug 18, 2017
Gay Male

It had been eight years. Eight years since I’d seen Jason, and four years since I sucked a cock. I meant to give it up – go straight, get a girlfriend, all that. But the sight of him brought the old craving up again, right to the surface. I wanted cock, I wanted cum, and I wanted them so bad I didn’t care who knew. I hadn’t been this hungry for it since the...