Gay Pillow Humping Stories

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Infinite Scroll

No Turning Back

by Ryan_Hero on Sep 16, 2017
Gay Male

"Shit!" Peter said the cabin heater finally gave up its unequal struggle to keep up with the cold; announcing its capitulation with a plaintive whine, then hiss as the steam pressure bled away uselessly. "Hmm?" Eric mumbled in his sleep. "What are you going on about?" Peter rolled over to his side, barely able to make out his friend outline in the dim moo...

Let's Make a Deal

by MattyTanner on Mar 25, 2019
Gay Male

*The following account is based on a true story* *** "How about this? I'll make you a deal..." Oh great, Tyler's "deals" were usually nonsensical scenarios where both sides of the deal completely benefited himself. "If you let me have the good bedroom, I'll let you touch my dick." What? Holy shit, where did that come from? He really was drunk. Okay, I h...

Faggot Delivery Boy Ch. 03

by fagdeliveryboy on Sep 14, 2017
Gay Male

I didn't feel like Nick came much but he came hard and it wiped him out. Soon as he stopped twitching in me he just said "fuck" pulled out, stood up and gave my ass a smack. He pushed Chris over onto the other side of the other double bed, climbed under the sheets and said "sorry I don't have to pee Dan." Me and Jack laughed at that and looked at each other...

Co-worker's Man Ch. 17

by rmdexter on Sep 14, 2017
Gay Male

"Oh yeah, I forgot something. Just stay right there for a minute," Mr. Wolfe said as he pulled his cock out of my mouth and climbed off the bed. I watched as he picked up his discarded pants and reached into one of the pockets. He drew out a small digital camera and then crawled back onto the bed. He threw his leg over me as he straddled my chest once again....

College Adventures

by onemarsmoment on Aug 18, 2017
Gay Male

In my second year of college I was 100% ready to experiment fully with other men. I currently still had a girlfriend, but she went to a school almost 40 miles from my school. At first this was a nuisance, but with the advent of online networking website and the occasional ad website, I found that indulging in my bi curiosity was a great way to stay satisfied...

Blowing Eric

by Waterstone on Oct 6, 2020
Gay Male

On a warm New York night in June 2017 I found myself looking for a horny stud on Craigslist's "Men Seeking Men" page. It was late at night, and I had a massive urge to suck cock. I am skilled at fellatio, but also very selective, so just any guy was not going to do. As I screened posts, one with the subject line of "Straight, horny & curious" caught my eye....

Dare Me Ch. 04

by TheNakedGinger on Feb 11, 2019
Gay Male

I woke up to the knocking at my front door. My grogginess turned into anxiety. Whatever power Dylan's dare had over me last night had passed. With that also came excitement that the curse was potentially a thing of my past, or at least a secret again. I jumped up and grabbed the briefs from the floor and put them on. I put them on! I actually had clothes on...

Sammy Calls Him Sir

by naughtyfemboy on Aug 18, 2017
Gay Male

It was summer and thankfully the house was air-conditioned. Sammy had never house-sat before but a family friend needed to leave town for work and he couldn't turn the offer down. Three-weeks of free food, a big empty house and a swimming pool in the back. Not a bad way to start summer vacation he thought to himself. He had gotten up early and the sun was...

Unexpected Awakening

by Jamie_in_dresses on Sep 15, 2017
Gay Male

We had been married for three years when my wife and I took a vacation and traveled to stay with one of her childhood friends. He is quite openly and flagrantly gay and was living with a gay friend, Dan. They were not serious lovers, just two young gay guys who shared an apartment and enjoyed the gay party life together. They were both handsome, openly frien...

At 64 My First Gay Experience Ch. 04

by limplizzard on Sep 15, 2017
Gay Male

Chapter 4: George I Become The Aggressor I was out running some errands and decided to stop at the local Bennigan's for a beer. I was surprised to see there was only one other person in the bar; he was probably my age; I nodded a greeting then sat on a stool where the video poker game is and ordered my drink. As I was sipping the cold brew I put a dollar i...