Gay Loser Stories

481 results
Orientation
Length
Source
Infinite Scroll

After Practice

by b_rem on Jun 8, 2020
Gay Male

Johnny laughed as he thrust his hips harder, letting Mason gag around his cock. "I'm sure Emma would love to see this," he said. "I bet she'd be interested to know --" Mason moaned around Johnny's cock and reached a hand down to cup himself through his sweats. He was desperately hard now, and he couldn't stop himself from rocking up against his own hand. Jo...

College Life

by historycup on Sep 1, 2017
Gay Male

It's my first semester of college. I'm far enough away from home that I don't know anyone; therefore, I have no friends yet. I get settled into my dorm and immediately realize that my roommate is a loser and I won't be hanging out with him. The first week seems to fly by since it's welcome week and there's plenty of parties to go to. I visit most of them and...

An Old Friend

by jjdtx on Sep 19, 2017
Gay Male

I travel frequently, staying in hotel after hotel. I was going to be in the area of one of my closest friends, so I called him up to see if I could stay with him for three or four nights. He was more than happy to have the company. Joe and I have known each other for more than fifteen years, we are both 38, average height and weight, beginning to get a littl...

Fagboy Finds His Alpha Straight Man

by motoskoota on Dec 3, 2019
Gay Male

The first time I saw Donnie, he was on line at the school cafeteria, and he was talking. It turns out, he likes the sound of his own voice; likes to be the center of attention. I was a few students behind him on line. "That bitch was hot." I heard him say, and I ventured a quick glance at him. I saw a slim, wiry young man, his auburn hair parted in the midd...

The Contest

by Bunvotey11 on Sep 14, 2017
Gay Male

It was now on between us. One of us was going to be a winner, and the other would suffer a messy and humiliating defeat. Me and my jackoff buddy Brad were matched pretty evenly, especially where it comes to being kinky. We started off earlier as friends throughout school, but we didn't know back then that we were both could be interested in each other. It'...

Buggered By Big Brother

by TheDarkCloud on Aug 31, 2017
Gay Male

After what I had done (see the story "Blowing Big Brother") I was a mess. My mind was gone, despite being able to pay off my gambling debt I could not let it go. Could not shake the memory of me on my knees, sporting an erection sucking off Neil and letting him cum in my mouth. It was too terrible and before I knew it my life was in a mess again. Another car...

Who's Your Daddy

by destroywhiteboys on Sep 25, 2017
Gay Male

WARNING: I tend to use the "n-word" in my stories quite a bit. If you cannot handle reading that word, then this story isn't for you! ================================= "Please, sweetheart...please don't kick me out." I peeked around the corner and saw my dad on his knees in front of my mom and her new boyfriend. My mother was a beautiful middle aged woman...

Corporate Rivals Ch. 03

by tgrhm on Aug 30, 2017
Gay Male

The Reckoning The new year has begun. Thoman's position at the top of the heap has been cast in stone. My conquering of Morgan has given me 7 months of Ansaldi revenue. I will now begin the process of methodically and completely routing Simi Corp. They have other business lines and they can keep them. But they will be forced out of the one in which I compet...

Winners and Losers Ch. 09

by bawdybloke on Sep 15, 2017
Gay Male

The premise of this story, is that after the match, the losing team provides sexual satisfaction to the winning side. Previous chapters are on Literotica. ***** I was certainly a little nervous about returning to work a few hours after sucking most of my colleagues in a hotel bedroom behind a gloryhole constructed from a vandalised hotel duvet. I had swal...

Erotic Oil Battle: Humiliation

by mudwrestler on Aug 18, 2017
Gay Male

Be careful what you wish for! You probably know the rest of the saying. And yes, sometimes you do get it. I have been extremely lucky so far to have been able to indulge in what was once just a fantasy. Messy male erotic wrestling. I have had the pleasure of wrestling in a wondrous variety of substances and meeting a terrific selection of guys of all sha...