Gay Cross Dressing Stories

3,703 results
Orientation
Length
Source
Infinite Scroll

Out of Uniform Ch. 08

by gustavca on Sep 14, 2017
Gay Male

The following day dawned bright and sunny but with ominous clouds looming to the west, right in our path. King Neptune and his court had announced to all and sundry the upcoming Crossing the Line Ceremony and the accompanying Wog Day. Wog Day, actually an evening, allows the Pollywogs to get a little of their own back before their initiation. The Pollywogs...

Tony

by zaphod40 on Aug 18, 2017
Gay Male

The Adventures of Urlen – Chapter 5 It's funny how differently men grasp their cocks when they masturbate. Maybe it's in the genes or maybe it's happenstance and perhaps it also has to do with whether or not they're cut or how tight their foreskin is. I guess there's no school for masturbators because no-one ever teaches us how to do it. My friend, Steve,...

New Neighbor Ch. 01

by theilluminaughty on Sep 14, 2017
Gay Male

Hey guys. This is a story containing mpreg, fantasy creatures, cross-dressing, and more. You can suggest more tags, and such. There's some guys with pussies and tits. If you don't like it, don't read it. ______________________________ It was fall of 2500. In a city called Colt, on a planet much like earth, except the size of the sun, orbiting a much large...

From Straight To Slightly Bent h. 02

by Akito01 on Aug 18, 2017
Gay Male

My decision to continue the affair is not a clear cut one. In the past, I never would have considered myself the sort of person who would cheat on their mate. On the other hand, I continued to play out the events of our first night together in my head, and all the things that I could still yet do to you... In the end, I knew I had to have you again. The f...

Equestrian Afternoon

by muffinbod on Aug 18, 2017
Gay Male

After our first encounter, a casual fuck following on from a meeting in a favourite chatroom, I had not expected any further contact from Jay. Appearances can be deceptive. I have a preference for big muscly men with powerful thighs and arses, preferably hairy but certainly manly. The more manly, the better. I get hit on by young men a lot. Quite often by...

Pony Boy Ch. 04

by ChestersBoi on Sep 14, 2017
Gay Male

This is the fourth chapter of 'Pony Boy' and, if you haven't read the rest, then please do so first. Quite a bit of the story refers back to events in the earlier parts and it won't make much sense if you read them out of order. And, of course, there are the usual disclaimers; anyone involved in sexual acts is over eighteen and we're all fictional. There'...

On the Rebound

by corruptiveInfluences on Sep 14, 2017
Gay Male

I've tried writing several different stories, but have never posted anything before this. So hopefully this is something at least somebody out there enjoys reading as much as I did dreaming up. The usual warnings apply: if you're under 18, or these types of stories are illegal for you to read in your area, then go somewhere else. Otherwise, enjoy. ***** Th...

Zius

by Scotsdude on Aug 18, 2017
Gay Male

Year: 2084 "There is still much talk over who will win the next General Election on the planet Zius." The EBC reporter announced. "The current Zius government feels they could lose to the Global League, who already control the planet Reid and IO. Should this be the case, then they could end up imposing a Feudal status on the planet as has happened on others...

We Meet Eventually Ch. 09

by 1suitedbi on Sep 23, 2019
Gay Male

We meet eventually This is a multi part story that contains MM, MF, and MMF sex. Chapter 9 -- Monday Morning Back to work for Alex and an unexpected interview. I went through my usual routine in the bathroom before heading for the dressing room, slipping on a pair of tight lace sheer pink boxers, enjoying the firmness around my cock and balls of th...

Passing at Christmas

by sr71plt on Aug 18, 2017
Gay Male

Lord Reginald was receiving an early Christmas present. Lady Caroline and her Oxford student son, Percy, were first-day-of-advent dinner guests at his country home, Morton's Staff, in Hampshire. Lord Reginald couldn't countenance the giggly Lady Caroline normally, but he'd waited for years for the luscious Percy to reach his majority, and Reggie wanted to be...