Gay Pantyhose Crossdresser Stories

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Long Hair & Lace Panties

by Obzezzion on Sep 1, 2017
Gay Male

The name's Michael. I'm an Irish boy from nowhere in particular, and the bright-red ponytail I wear is more than enough proof of that. I dress well enough when I need to; my work wardrobe usually consists of black wingtips, tight-fitting black slacks that are a little loose around the knees to allow for bending, and a dark solid button-down. I'm a relatively...

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...

My First Time Ch. 02

by doctrtic on Aug 18, 2017
Gay Male

This is part two, Michael had me in hose on all fours and was milking and edging my cock. Ch. 2 The Seduction "AAAHHH" I swooned, my head spinning, I want to cum NOW I was thinking. Michael was not thinking the same thing he was an edging master, he was going to bring me to the brink of orgasm and have me begging him to let me cum. He started slowly...

Coming Out on the Swim Team Pt. 07

by walterio on Jun 17, 2019
Gay Male

ESTABLISHING A ROUTINE The first week for the freshmen was always a challenge. They had to balance class time, training, homework and sex. They were for the most part too tired the first week for nightly sex. In fact, they waited until Saturday to have sex in their dorm rooms. On Sunday they were in the training room for massage foreplay and group sex. Coa...

Sex Slave on Death Row

by erectus123 on Feb 6, 2018
Gay Male

[Ever been to the slammer? Not a fun place. But one thing is true, there are no minors in state prison, all sex in prison goes on between adults whether they consent or not. Sometimes it gets pretty hot in the pen and the air conditioning is usually broken.] SEX SLAVE ON DEATH ROW-MY PRISON BLUE BALLS Just my luck to end up in the state pen with a cell mat...

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...

Comfortably Numb

by Nils Huim on Jun 19, 2018
Gay Male

The humiliation was now complete, and Sean was loving it. He was down on his knees on the kitchen tiles wearing nothing but a pair of lace panties, and his wife's lover's cock was in his mouth. It was a beautiful thing to behold (and taste). Long and proportionately thick, from behind its bulbous pink head until it disappeared, at a slight curve, into Gary'...

My First Anal!

by MrJimJim on Aug 18, 2017
Gay Male

Once I had finished giving my first blowjob, I knew it wouldn't be my last. In fact, I stopped counting! One of the guys I sucked on often was nice. Latin, firm, long slender cock just perfect for being naughty with. We had been together enough times we were comfortable in each others homes. We would fool around at his house or outside in the rain. I would...

My CD Slut

by eljayb on Jan 23, 2019
Gay Male

Sweet encounters As a sexually active 77 year old I have recently been attracted to the lovely world of Crossdressers. Not that I wish to dress myself but I enjoy the company of those who do. In my travels I found this interesting personality called Chrissie. Age 64, CD/TV/TS. After we exchanged messages and emails for a while, I felt we might get on well...

An Old Friend Ch. 02

by jjdtx on Sep 14, 2017
Gay Male

Chapter 2 – The Next Day The next morning, Joe left early for work and I didn't have an appointment until late in the day. So, I lounged around, looking at his DVD collection. In a small box, I found his porn stash. It was a nice selection of compilation DVD's. About twenty in all, most were straight cum shot movies, but there were four bi movies. All were...