Gay Hooker Stories

163 results
Orientation
Length
Source
Infinite Scroll

A Time Gone Bi

by HerLittlePiggy on Aug 18, 2017
Gay Male

I walked slowly up 42nd street toward Time Square. My eyes scanned the crowd, always alert, looking for the muggers and pick pockets that had become common place since the late sixties. The sound of a Marathon Checker Cab was followed by the familiar holler of the cabbie yelling at a drunk pedestrian as he stumbled off the curb and into the slow moving traff...

Adventures After 35: Episode 06

by 7thSpade on Sep 14, 2017
Gay Male

As my last episode ended Holly had just asked me if she could watch me suck and fuck Gregg, after a night of sex. The next morning when I woke up, Holly was just leaving for work. She gave me a quick kiss and was off to work. I got up and took a shower and thought about Holly watching while Gregg used me to service him, I got hard just thinking about it, and...

Nylon Suck Again

by nylondad on Sep 16, 2017
Gay Male

My cousin Jimmy and I burned up the telephone lines after our first meeting. In that meeting I had "borrowed" a pair of my sister's stockings and gave them to my cousin as a gift. He and I had a thing about women in stockings and he would focus on my sister. I tried the stockings on at his home one weekend and I ended up sucking him off twice that weekend. T...

Helping Out a Friend from the Gym

by RubberDickie on Sep 25, 2017
Gay Male

One of my most memorable experiences happened as a result of an accident. At least that’s the way it seemed at the time. When I first moved to Orange County after my divorce, I bought a membership to one of the large gyms in the area. Like a lot of other people, my favorite workout time was from the gym’s opening at 4:30 till 5:30 a.m., followed by a ‘cool...

Bookstore Fun/Online Mistress

by fun4all6969 on Sep 14, 2017
Gay Male

This story is about what I did to please my online Mistress Nikki who wanted me to do kinky and humiliating things to please her. Her goal was to turn me into her gay panty boy slut. ******** Friday ******** I left work early Friday afternoon to do as she demanded. After training me to suck cock by sucking a dildo, she demanded I take it to the next leve...

The Professor and the Boys Ch. 04

by TAHammer on Mar 30, 2020
Gay Male

David had broken his black-stoned medallion that Charlie had given him. He always wore it, and he had taken it off to clean it and had dropped it. A little metal thing had broken apart and the stone wouldn't stay. Fortunately, one of the administrative assistants in his department told him about a place and a guy who could repair it. "There's this eclectic...

The Bellboy

by Ann Douglas on Oct 15, 2017
Gay Male

"Bartender, another round for me and my partner here." Bill Sullivan called out as he indicated the two empty glasses in from of them. "Right away." The tall man at the far end of the counter answered. "I still can't believe it, Jim." The 40 year old said to the man standing next to him as two fresh drinks appeared before them. "I can't believe we sold the...

Tales Of A Seminar Slut

by fidofashion on Aug 18, 2017
Gay Male

Today some years later, I still remember the day we met. The seminar speaker was asking if there were any more questions, and I was thinking of the fastest way to get checked out and to the airport. I had stayed the extra day to hear this alleged "national expert" lecture on Mergers and Acquisitions, a subject I knew very well, to see if he had some new idea...

Caught

by randomlyrandom on Aug 18, 2017
Gay Male

I moaned as my face slammed into the pillow. My mind overloading with pleasure as his cock slammed into me. He was taking long, deep strokes. Pulling out until just the head was left in my ass. Then, slamming the entire length of his cock into me until I could hear his hips slap against mine and feel his pubes tickling me. The pillow reeked of sweat. The ch...

Anonymous

by randomlyrandom on Sep 14, 2017
Gay Male

My eyes shot fully open as I felt the head of his cock pop into my ass. I heard a loud moan as I felt him slip slowly, inch by agonizing inch, into me. It took me a moment to realize that it was me moaning as my eyes focused on the water in the clean, white bowl in front of my face. I had snapped into full consciousness suddenly, but it still took a few mom...