Gay Crossdresser Stories

23,018 results
Orientation
Length
Source
Infinite Scroll

Age Difference, The Sequel

by DG Hear on Sep 26, 2017
Erotic Couplings

Note from DG Hear: I wrote this story and most comments wanted to know what happened next. I'll give a short synopsis of the first story so this story will be able to stand alone. If you haven't read part one, you might want too read it first. As always a big thank you to my editor, Techsan, for making this a much better read. In part one, our story teller...

My Irina Ch. 03

by ohio on Sep 15, 2017
Loving Wives

Finally I walked back to the car. Night had fallen. I drove slowly back to the house, back to Irina and my two beautiful children, wondering whether we'd ever be a family again. Whether there was any way forward from this point. When I got home the lights were out in the twins' rooms; only the master bedroom was illuminated. But as I reached the front steps...

Unintended Consequences, Melissa

by Scorpio44 on Sep 11, 2017
Romance

[This is a romance. If you want wild, slam-bam sex this isn't the story for you. This is about the unintended consequence of an assignment given in innocence. I hope you enjoy it and I hope you want more of the story. Let me know, Ok?] * Watching students come into my classes has always been a favorite study of mine, even when I was a student. What they we...

Ann: A Love Story Ch. 61

by mimaster on Sep 13, 2017
Erotic Couplings

"Baby, I'm done in the bathroom...you need to get up," Ann called out from the other room. She'd woken up first, and I had heard her in the shower at some point, but I'd dozed back off. Then I heard the hair dryer after she'd gotten out, and it woke me up again for a moment. But it was all so fuzzy. I mean, I knew what the noises were, but it seemed more li...

December Diary

by Benny024 on Sep 1, 2017
Group Sex

What started out as an innocent lark - a so-called Christmas present to myself, turned into an uncontrollable, sexual inferno. My sexual desire and lust could not be satiated the month Christians celebrate the birth of baby Jesus. My sexual odyssey, during this timeframe was not intended to be sacrilegious. It was just a co-incidence or so I thought. Anywa...

Selling Hot Cars

by egmontgrigor2010 on Sep 16, 2017
Novels and Novellas

CHAPTER 1 The sun reflected off the balding head of widower Buddy Dunlop as he arrived from poolside to see who was knocking at the backdoor. "Whatdoyerwant?" he said to the guy dressed in a khaki shirt and shorts and wearing boots, long black socks and a black Stetson and supported a big pack on his back. "Hi Uncle Buddy." Huh? "Is that you Dino?" "Sur...

The President's Gay Wife Pt. 01

by Egmont Grigor on Sep 15, 2017
Novels and Novellas

Chapter 1 Right-thinking people of the mineral-rich Republic of Oceanpacifica were shocked when the Freedom Guardian published the riveting picture of the President's wife, The Most Honorable the Marchioness of Fitzroy, fully unclothed. The big shock was Lady Magnolia was pictured in the arms of another woman, on her back and also unclothed. The reaction t...

O Is for Olivia

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

"OK Oliver. Are you sure? REALLY sure?" I looked at Gina. The question, THE question. But I was sure, after two years of vaguely thinking about it and then six months of researching and consulting, and seeing my doctor and then the therapist he referred me to and then two other therapists - I was sure. Bite the bullet, do it now. It had to be done. "Yes. T...

Damned Paradise

by 7ThousandMiles4What on Sep 3, 2017
Erotic Horror

Darkness. Everything was dark. My back was pressed against a cold, hard wall and something metal and cold was wrapped around my wrists and ankles, anchoring me to the cement-like ground. Absolute raw adrenaline and fear pulsed through my veins and my breathing came in quick, shallow intakes. I strained my ears hoping to hear voices or a noise but I couldn't...

Here to Help Ch. 01

by susurrus on Sep 13, 2017
Fetish

By now, those of you who've read many of my previous stories know that, for the most part, I usually try for some semblance of realism. This story is pure fantasy, as you'll quickly see if you read further. I do warn a select group of people: the men in this story do a lot of very NON-straight things in it, and it happens quickly. So, if male bisexuality i...