Gay Pantyhose Crossdresser Stories

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First Time Anal

by iamcontent on Sep 14, 2017
Gay Male

I have always known I was bisexual since I was a kid. I have topped but never bottomed, I have attempted bottoming a few times. First time I was in my teens and my friend and I tried, we didn't have lube and I wasn't stretched out properly. A few months ago I bought a butt plug which is 4 inches long and a 8 inch dildo. I lube every night and put the plug in...

Catching Up with an Old Friend Ch. 01

by jjdtx on Sep 19, 2017
Gay Male

This story pics up some 20 years later from my college and camping series. Scott and I lost contact after our college days, both moving in different directions and taking different jobs that led us to various parts of the country. Both married, both had kids, and just went on with life. Thanks to social media, we actually stumbled across each other online....

My First Guy in the Park

by Tonisshy on Aug 18, 2017
Gay Male

Briefly this is me, I'm 24, 5'5" and 126lbs. My hair is long dark brown and my complexion is natural tan from my native heritage. I've been a crossdresser ever since I was born. Period. Now that I live on my own I have all sorts of outfits, makeups, shoes, breast forms and toys. I just have one thing I have never done. I've never been with a man. I've fa...

Julian entdeckt Julia

on Jun 16, 2018
Gay

Mein Name ist Julian und ich bin 19 Jahre alt, schlank, sportlich. Vor ein paar Monaten bin ich nach meinem Abitur von Zuhause ausgezogen um zu studieren. Schon kurz vor meinem Abitur entdeckte ich beim, fast schon alltäglichen, Pornodurchstöbern mein Interesse für Crossdresser Pornos und Videos, in denen süße Twinks von reifen Männern vernascht werden. Nach...

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I was Hard on Nude Beach

by LucyFrance11 on Mar 6, 2018
Gay Male

I live in a naturist complex in Leucate in the South of France and whenever possible when I go on holiday I look to stay in places that have nude beaches. I get so aroused being naked and showing off my shaven body to anyone who likes to look. I am in my 40s, 6ft tall and slim as I exercise a lot. I am also gay and a crossdresser but more of that in later st...

Abused by a BBC

by Experimental901 on Oct 24, 2018
Gay Male

Thank you so much for reading my first written submission! I've wanted to write erotica for years now but I've never really had the courage or the time to get started, until now! I realize I may have some work to do and I would gladly accept any advice or future story requests that you may have! * I had always considered myself straight. I'd had a few girl...

My Gay Crossdressing Vacation Ch. 02

by Flame666 on Apr 21, 2020
Gay Male

We pulled into the parking lot, Paul kissed me again and told me that they would pick me up at 9:30 the next night for our date and tour of the gay bars. I got out of the car and started to walk into the resort but noticed that the bar was closed and I was hungry. There is a Circle K about 2 blocks way and I decided to walk over and get some cokes and some e...

Second trip to the Dream Boutique

by toddmac781 on Apr 3, 2019
Gay Male

This is a true account of my second trip to the Dream Boutique. A Friday night, after doing some work with friends, my horniness got the best of me. I pulled up to the Dream Boutique around 1:30 am. It's open 24 hours, far enough from where I live, and always frequented by horny guys looking to get off. I went to the cashier to get a two dollar bill that...

Fun and Games Ch. 06

by jm02201960 on Sep 15, 2017
Gay Male

The next morning my ass, understandably, felt like it was on fire and I knew I had to give it at least a few days to calm down, which I did. The nearly nonstop sex I had recently enjoyed provided me with excellent visual images and the masturbation sessions were amazing. But taking on a cock anally at this point was unthinkable; my body was not used to it an...

Will They Remember?

by thebikinilover on Aug 30, 2017
Gay Male

Another Saturday night and I needed a blow job. I quickly showered, pulled on my new black nylon bikini briefs and set off to my local bar to see what I could pick up. The bar was busy, but no Saturday night bait caught my eye. Half an hour later I was ready to leave when two very drunk studs staggered in and ordered a couple of drinks at the bar. "Two vo...