Gay Loser Stories

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Loser Takes All

by trashcan44 on Aug 18, 2017
Gay Male

It was my first job out of college and I was determined to make good. I felt I was on the "fast track" when the owner of the company invited me to join him and two important clients on a sport fishing trip to the Louisiana gulf coast. It was made clear that I was to be a "go-fer" with benefits, that is my job was to see that everything went smoothly and do a...

Losers Give Head

by Sean Renaud on Aug 18, 2017
Gay Male

"You lost the bet." Brandon declared triumphantly sitting down on Chris's bed. "I told you I could do it, I don't know why you doubted me." It was true. Brandon had told Chris he could get any woman up to and including his mother and sister. It had been a joke! Even when he'd spat on his palm and shook just like they had when they'd been little kids and wer...

Ultimate Losers: Billy

by hasnoalias on Aug 17, 2017
Gay Male

*All characters in this story are above the age of 18 years old* *This story was inspired by and written with the permission of redbeardedsf. The characters and situations involved are from his story "The Ultimate American Boy Contest." He is a writer of excellent slave boy erotic fiction. If you are Nifty enough you can read his stories, and get a better u...

The Loser Takes It … All!

by laurasfox on Mar 13, 2018
Gay Male

Author's note: This is a small fantasy I wrote for the Yuri on Ice!! Fandom, so a little introduction for all the characters involved may be in order. * Yuuri Katsuki -- the main protagonist of this gangbang story, he is a Japanese figure skater. He is a hard worker, but because he gains weight easily, he needs to make a lot of effort to stay in shape. He...

Winners and Losers Ch. 12

by bawdybloke on Sep 15, 2017
Gay Male

If you have missed the previous installments the premise of the story is that after a football match, the losing team must provide sexual relief for the victorious players; the narrator has recently admitted his bisexuality to himself, his team and his fiancée. Previous chapters for Winners and Losers are on Literotica * * * * * My "coming out" to my team...

Winners and Losers Ch. 11

by bawdybloke on Sep 15, 2017
Gay Male

"What?" My trembling hand wiped my feverish brow. "I think I'm bisexual," I blurted out as she held me tightly. "I ..." "Love, tell me something I don't know!" "What! You knew?" My voice incredulous; hers flippant. "I sort of knew all along." Her fingers wrapped themselves around my hand and stroked it gently. "Been waiting for you to realise." "What?"...

Winners and Losers Ch. 10

by bawdybloke on Sep 15, 2017
Gay Male

I had a brief chat on the phone with my fiancée when the team returned to the hotel; she had watched me on television at her friend's house and was breathless as she described how majestic I looked seizing the oral virginity of the young player. The day had been awesome, in every way; the double dosing of sexual relief coupled fantastically with the progress...

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...

Winners and Losers Ch. 08

by bawdybloke on Sep 15, 2017
Gay Male

The premise of the story is that the losing football team in a league have to provide sexual satisfaction to the winning team; previous chapters are on Literotica * * * * * Despite that narrow loss to Sutton, our league form was still good: only two losses from nine games and both of those defeats were by solitary goals. We "punished" our errant right back...

Winners and Losers Ch. 05

by bawdybloke on Sep 15, 2017
Gay Male

After our victorious match against The Cock Inn, the team played South End Harriers, who beat us 5-0 in a pre-season friendly. They were unbeaten so far in the league season and had clearly marked us down as a guaranteed three points but Dmitri scored the winner in a 2-1 win. I felt imperious as my dick slid past the lips of the smarmy sod who forced me to f...