Gay Crossdresser And Sissy Stories

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Internet Hook-Up Ch. 06

by mybuttsurs on Aug 18, 2017
Gay Male

After Sam left, I cleaned the kitchen, and went upstairs to take a shower, and hopefully a nap. It was a few minutes past 1:00pm and that gave me 4 hours to recover before Sam came back again. I opted for a bath instead of a shower, and really relished the feel of my smoothly shaved pubic area. My legs were starting to stubble, so I shaved them again. MMm so...

Finally

by seeape on Sep 14, 2017
Gay Male

After months of dicking around and avoiding "it", I finally made it to their home. We had meet through a gay web site, emailed each other, chatted a bit through AIM, exchanged telephone numbers, addresses, and talked on the telephone. All of this was with Don. Bob would come later. I felt very comfortable with Don even though we had yet to meet face to fac...

Her Idea Ch. 04

by allsdude on May 15, 2019
Gay Male

I'll get her back for this, I thought as my forehead again pushed into the guy's gut. I kept my thumb and finger wrapped around his soft cock and slid my lips down to its base. His head didn't even reach my throat when I took him all the way in. I was kneeling in front of him and doing my best to angle my head so his stomach didn't block me from even get...

Am I a Prostitute Now?

by zephyer on Sep 15, 2017
Gay Male

Let me say right up front this did not involve children. Everyone involved is well over the age of 18. In fact everyone one involved is closer to the Social Security age than the voting age. ***** Years after my adventures with the man in the white work van I moved to another city. A friend of mine later asked me to help out with his problem. He was a man...

Self Exploration Ch. 02

by tc64 on Aug 18, 2017
Gay Male

The downtown bar scene was pretty good that night. I drank my share, danced with a half-dozen girls, any of which would have probably come home with me for some horizontal dancing, but somehow my focus wasn't really on them. After midnight, I left one bar and went to this upstairs place that had pool tables, because, as we all know, you play your best pool w...

Lab Partners

by CuriousSam on Aug 18, 2017
Gay Male

As a sophmore in college I was struggling through a chemistry lab class when my lab partner offered to come by my apartment and help me out with some of it. He was not really the kind of guy you would expect to be very good chemistry, let alone someone who would offer to spend his time helping me out. He was an athletic looking guy that had to be getting his...

Curiosity

by Diabloirishman on Aug 18, 2017
Gay Male

This began simple enough but turned into a total fucked up mess with me in the middle and center of attention. Having been married a long time it's easy to become very definitive in your lifestyle. For years my wife would always bug me about tasting my own cum or dining on a cream pie. Weather she blew me and fed it to me or eat her out after I came in her p...

Colorado and Tim Pt. 01

by zephyer on Aug 18, 2017
Gay Male

I retired from the Air Force and was bumming around Montana and getting bored. The jobs in the area were not much to brag about either. One day I was reading an article in the paper about how the economy was read hot in Colorado at the time and jobs in the city area were paying big money and they couldn't get enough people. This resulted in the ski areas, wi...

The Night My Eyes Were Opened Ch. 02

by wannabepga on Sep 14, 2017
Gay Male

Following that eye opening night, I had a lot of feelings and emotions to deal with. I drove home lost in thought, wondering what had just happened and where it was going to lead me. I had never felt an attraction to a man before. In the past my sexual thoughts were confined to the male genitalia and not the person that it was attached to. I didn't find myse...

A Christmas-Tree Scent

by ThePurpleDragon on Mar 18, 2020
Gay Male

In front of us stretched nothing but road and nature. Forever. Sometimes forest passed us by, sometimes cliffsides with nets protecting the road from landslides, sometimes even huge lakes in the distance. Other cars became less and less and less common. This would be scary, this idea would be idiotic, if circumstances were different. I had resisted the urg...