Gay Crossdresser And Sissy Stories

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Infinite Scroll

Art for Heart's Sake

by Pelaam on Sep 14, 2017
Gay Male

Ryan gave a bone-weary yawn and, for the umpteenth time in just a couple of minutes, rechecked his ponytail was still secure as he adjusted his cap. Tony, owner of the small fast-food cafe/take-away, would be furious to know that at 1.30 a.m. he was alone in the shop. Ryan had already decided to start cleaning up and closing down. Sometimes the place could b...

Donny Ch. 03

by MacSwain612 on Apr 3, 2019
Gay Male

Friday finally arrived. I had been in such a heightened state all the rest of that week, thinking about the thrill of being with him, replaying the size and shape, the feel and taste of Donny's incredible penis. I had jacked off mercilessly twice, even though I promised myself I would wait for him; I couldn't help myself. I dressed in jeans and a white dres...

Aaron's Summer of '77 Ch. 08

by SDR2000 on Sep 24, 2018
Gay Male

Chapter Eight - Into the Trenches 8:00AM in the morning and here I am walking into the school, my first day at Algonquin. I discover to my dismay that the cafeteria on the Campus is comprised of seven vending machines, along with chipped, plastic laminate, mismatched tables and orange and yellow 'sixties plastic chairs in varying states of disrepair. Ther...

David's Second Year at College

by WittePiet on Aug 18, 2017
Gay Male

[Book I: David's First Year at College should be read first. This is "highbrow" porn with much culture, science, music and religion in its subject matter]. Chapter 16 David When term began I was immediately plunged into a hectic existence. Although there were no university examinations in the second year, there was a vastly increased amount of laboratory w...

Bolero

by joshprim on Sep 14, 2017
Gay Male

Author's Note: In all my stories, the sex is bareback, generally because I think it is more exciting for me, the writer, and you, the reader. However, in your personal life, unless the other person is one who has been tested very recently and who you trust not to lie about their testing, play it safe and use a condom. Unprotected sex could risk your life and...

New Gym Friend

by newbitime on Sep 14, 2017
Gay Male

After dating my girlfriend for only about 6 months, we decided to move in together. This meant finding a new grocery store, a new dry cleaner, and of course, a new gym. Fortunately, living in downtown Toronto, we had great options for all three. The gym was the highlight. The same chain had two locations almost side by side due to a recent take over, and the...

My Wife's Hot Cousin Ch. 13

by funandbold on May 9, 2018
Gay Male

Chapter 13 The things we learned from Howard were incredible, and we had found someone who had once been in the same situation we were now in, and he told us about another masculine man who has learned he is interested in mansex. It didn't solve any of our problems but at least we knew we were not alone, that other men had these same issues. We rowed the b...

Controller Ch. 06

by reddirtwriter on Sep 1, 2017
Gay Male

We avoided the GSA office now for the most part. The university had cleaned the room, but afterward we always left the office with the scent of industrial cleaners embedded in our noses. There was almost nothing left anyway, so there was little reason for them to go back again. Let the next set of officers deal with the room, without having walked in on it a...

Running into Bed

by gioaap on Aug 18, 2017
Gay Male

{ POST DATE MEMO : The year is 20xx, due to the rise of prominent global oligarchies, corporations have become more protected and affiliated that most if not all large scale governments. The database containing exercised documents from the xxxxxx corporation have been redacted and filtered to preserve past developments from inquiring competitive advancement...

Trusting

by sr71plt on Aug 18, 2017
Gay Male

"You must relax and trust me. It's for your own good. You must be very still or there could be damage." I did trust the count. What other reason would I have come with him to this isolated area of his vineyard estate, to this shepherd's hut, when he said it would be a very special, a dangerous, taking. Still, I had blurted the question when, my bare buttoc...