Gay Shemale Wife Stories

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What Would Eve Do? Ch. 02

by StiffClit on Aug 18, 2017
Gay Male

Dallas closed his cell phone and looked down at Luke who had a broad glistening grin spreading slowly across his face. Luke's lips were coated with his cream and looked delectable. Dallas squeezed the head of his cock forcing the last drops of paste to surface on its top. Luke leaned forward, his hot tongue eager to slip into the slit and lap the last drops...

The Path Not Taken Pt. 01

by jcsbiguy90 on Mar 18, 2020
Gay Male

Note: The following begins as a true story of how I lost my virginity (anal and otherwise) to two gay top daddies when I was 19. Now, 10 years later, I look back on this experience and fantasize about what could have been if I had just embraced my inner cock slut...and the result is this story series. The first installment will cover the true events and tran...

Playing Dressup Ch. 01

by mfs1390034 on Jan 21, 2020
Gay Male

"Sure. Why not?" I said and we went upstairs to his parents bedroom. My best friend and I had watched several YouTube videos about men who dressed up in women's clothing and, after helping ourselves to his parents liquor cabinet, we decided it would be fun to try on his mom's clothes. At first we tried on her wraps and coats and had fun drunkenly strutting...

A Naked Encounter

by Pissdrinker on Mar 6, 2018
Gay Male

Please note that although this is a true story, I have omitted that we used condoms, we always play safe. Despite whatever Lucy may tell you. ***************************************** Sometimes in winter, if we're not travelling, I go for long walks down the beach nearest to our house. Dave, my boyfriend, often stays at home but occasionally accompanies me...

Long Time, No Suck Ch. 04

by Stontstr on Sep 1, 2017
Gay Male

That weekend was amazing. I felt really great about my relationship with Marc. Cloe, Stephanie's girlfriend, turned out to also have a surprise. See, she turned out to have a rather nice penis, a nice extremely large, uncut penis. Cloe had even named it, Clarence. Marc had to go back to town on business for several days, but Stephanie said he knew all about...

My First Visit to a Gay Club

by girlboybootsie on Sep 14, 2017
Gay Male

One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams...

Never Mentioned Again

by sr71plt on Sep 14, 2017
Gay Male

"Shit, the way this snow is falling, I'm not getting my rocks off tonight." "Steady as she goes, Chuck. Lucky for us there are bars close to the ship. Let's try this one." Naval Petty Officer Three Ryan Stevens pushed open the door of the bar and ushered Naval Petty Officer Two Chuck Adams into a dimly lit bar, filled with smoke and with muted and fuzzy Co...

Straight to Bi, Cam to Real Life

by dlcalguy on Aug 18, 2017
Gay Male

After I finished university, I struggled for a good-paying job and money was tight. But I couldn't face living back at home. I managed to find a room to myself in a house-share with two other guys and three women. We were mostly in our early twenties and doing various entry-level jobs. One guy, Pete, was older. About 45. He was on a temporary assignment in o...

Explorers Ch. 08

by T@nman on Apr 3, 2019
Gay Male

I got home during the late afternoon. Marcia was back from the mall so the two of us washed my car. We squirted and splashed each other with water and played grab ass. By the time we finished we were both pretty turned on. We were both breathing hard. I had a hard-on for my sister. Marcia's breasts and pebble hard nipples were visible through her soaked t-sh...

A Night at the Movie turned me Gay

by jamtby on Oct 6, 2020
Gay Male

During my senior year in college I was a busy, serious student. I had a girl friend and we enjoyed time together and an active sex life. All in all I was a typical 20 year old male. Then an unexpected movie changed everything. My girl was out of town on a field trip for a psychology course she was taking. It was Friday night and I was horny. I made the dec...