Gay Nylons Stories

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Girlfriend's Dad Ch. 04

by Markf on Sep 25, 2017
Gay Male

While my high school girlfriend and her mom were gone on summer vacation, I had ended up being seduced by her dad. My summer job consisted of taking care of their home and pool, so I was not raising any suspicions at home. Everyday I would bicycle off to the Engle's. And every day I would spend my time sucking and fucking with Mr. Engle. I had progressed to...

Graduate Studies to Gay

by jamtby on Jul 31, 2018
Gay Male

A graduate student at Ohio State University I was working on a major paper. It was for a political science class. This was my field of study and an A seemed like the final grade this course. All I had to do was complete a good paper. On a Friday night I was at the library doing some additional research when a friend said, "A group of guys were going to a par...

My Gay Crossdressing Vacation Ch. 03

by Flame666 on May 11, 2020
Gay Male

I woke up. My bra undone, panties covered in lube and my nylons pushed down my legs. I felt as if I had been used. As I became more aware, I realized that I had been used and really enjoyed it. On the first day at the gay resort after getting dressed, I had walked over to a gay bar and been picked up by a nice guy, named Paul, just a bit older than myself. H...

Life on the Gay Side Ch. 02

by walterio on Dec 4, 2017
Gay Male

ANNIE LOOKS LIKE AN ANNIE Quincy had been bust all week at work and he looked forward to a relaxing evening and sex with Annie. They had not had sex in a couple of days and Quincy was thinking of that marvelous ass on the drive home. He had no idea what Annie had planned for him that evening. As Quincy was driving home, Annie was getting ready. Annie excit...

Party with Wife and Her Lover

by colleenslittletoy on Sep 14, 2017
Gay Male

My girlfriend of six months came home all excited. This was a good sign I thought because I was afraid things had been getting a little dull lately. It seemed like she wasn't really into our lovemaking sessions and they were getting fewer and fewer. "I need your help!" she exclaimed when I asked her why she was so excited. "There is an important business di...

My Gay Crossdressing Vacation Ch. 06

by Flame666 on Jun 9, 2020
Gay Male

I woke up looked at the clock, it was 10 am the sun was out and hot, it was a beautiful day. I rolled out of bed realizing that I had cum all over me, in my hair, in my mouth and leaking out of my boi pussy. I peeled off my 40 D breast forms and headed to the shower. While in the shower, I thought about my plans for the day and the coming night. I remember...

MMF First Time

by Erotic Celt on Aug 18, 2017
Gay Male

From the moment I arrived I knew I was in for a treat. A sexual experience that would last with me forever. Janet had always been a sexual dynamo, and she could never get enough sex and was always trying out new things. I had only been going out with Janet for six months, and I already felt incredibly relaxed with her. Sometimes, I found, it could take years...

Amish Fun

by Michele G on Aug 18, 2017
Gay Male

I'm Michele, a 19 year old cross dresser. I enjoy going for long drives out in the country side. Sometimes I would pass farms where there were young Amish men would be working. On hot days the men would take off their shirts as the toiled in the fields. I almost wrecked on a number of occasions staring at them and wondering what it would be like to have one...

A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...

Jo and Mike

by skinnysailor on Nov 12, 2019
Gay Male

I've got the perfect job. I'm an interior designer at C###### the nationwide premier designer builder of exclusive homes. I mean, if your dream home will cost less than two million, don't even bother calling. Right? I mean, where else could a five foot tall, third generation Vietnamese Canadian, be allowed, even encourage to wear eye liner and nail polish t...