Gay Cross Dress Stories

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Infinite Scroll

Unyielding Competition

by endthedream on Aug 30, 2017
Gay Male

We had just had sex. It used to be that we made love. Or he made love not to me. I made love to him. It was so stupidly ironic—I couldn't stand him for a long time. He did not pursue me or even speak to me. But he did do that a hundred times over, by avoiding me, looking away from me when I accidentally looked at him. We had had student housing at Traylor U...

A Fantasy Cums True

by lovestosuck2007 on Sep 15, 2017
Gay Male

I have to admit that I have been at least bisexual my entire life. I am a 48 year old married man who besides loving to suck cock loves to cross dress. I have kept this hidden from wife which explains why I don't get to do either very often; at least not until I hooked up with our neighbors son. Our neighbors had moved in when their son had just turned 18...

In-Law Brother Lover

by BoyMistress on Dec 24, 2019
Gay Male

First chapter to sort of set up the story line , before I get into the real shameless smut. Chapters will get raunchier as Brandon gets consumed by revenge to destroy his sisters dream life, he will get more depraved and immoral as the story line continues and so do others characters and I look forward to writing about it. Prologue: This could have all be...

An Old Friend Ch. 03

by jjdtx on Sep 19, 2017
Gay Male

Chapter 03: The last time together Once back from dinner, I had Joe strip and bend over the back of his couch. I carefully removed the large butt plug from his ass, his hole remained gaping open. I quickly dropped my shorts, coated my cock in baby oil and slide it into his wide open ass. His anal walls adjusted to my cock and he groaned as I slide deeply in...

Becoming a Gal Friday Pt. 03

by Showoff888 on Sep 14, 2017
Gay Male

I just turned twenty, was in a relationship for almost two years to a hot older commanding bitch who was ten years my elder. We had great sex but she left me for an older and richer man. I also lost my job at the law firm were we both worked, probably due to her efforts, I was just an office person there. Now I'm out of a job and have to move out from sleepi...

Jerry Ch. 01: Little Buddy

by pappybones95 on Jan 7, 2019
Gay Male

Jerry happened to glance out of his second story window as he was straightening up his bedroom. Not that it was terribly messy, but he didn't want to gross out his new friend. Tom was coming over for the first time after his football practice. Jerry hadn't yet been to Tom's house, so he didn't know how his room would compare with his friend's. Anyway, it onl...

Bathhouse Observations

by glory_first on May 12, 2020
Gay Male

The baths are undoubtedly the easiest place in a city to have male group sex, after allowing for individual circumstances during any single trip. After more than a hundred visits over the last few years, basically all of them involving satisfying sex with other men, often writing about the experiences afterwards, leads to a few general observations. Visitin...

Michael in the Mirror

by cmike on Aug 18, 2017
Gay Male

As James approached the front door he reached absently for the keys in his back jeans pocket, striding up the steps to the door. Without thinking he reached for the door handle, and to his surprise it opened without any need for the key. He paused momentarily. Strange. Even if Michael was at home it was unlikely that he would have left it unlocked. James cu...

Button Down the Hatches

by Kenderson on Nov 27, 2017
Gay Male

Sitting at my desk that rainy, grey Thursday afternoon, I wondered what the point of it all was. I mean, really...how many times did this one short communication need to be tweaked before it was ready for publishing? A short memo about new parking passes had been back and forth for edits over 8 times at this point. Changes here, changes there. One more chang...

An Italian boy in Camford Pt. 06

by WittePiet on Aug 18, 2017
Gay Male

[No sex in this short instalment, but please keep reading. There will be plenty in Pt 07.] Chapter Thirty-three: Ben's engagement One morning late in August, Tom and Ben were running in the Parco Emilio Guzzone, when Ben suddenly announced, "Last night I asked Leonora to marry me, and she said yes!" Tom was taken by surprise. He stopped abruptly and Ben, w...