Gay Lose 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...

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...

I Lose a Sex Wrestling Match

by steve6729 on Oct 8, 2018
Gay Male

I met Bill through a wrestling website and we sent emails for weeks. We outlined our preferences for rules and wagers. We got to know each other and we exchanged stories of our favorite matches. I have gotten bigger and am now 6'1" 270 pounds with a 6 inch cut and thick cock. I have a short beard and salt and pepper hair. I am 58 years old. Bill is 6'4" 275...

Andrew Loses It

by evanescent82 on Aug 31, 2017
Gay Male

Disclaimer: all characters in this story are entirely fictitious. The events described never happened. Please do not read if you are under 18 or are offended by explicitly sexual material. Andrew walked home from the party. No, he didn’t really walked, he stumbled and staggered, legs held as wide apart as he could, nursing an asshole that only a few hours e...

Andrew Loses It Ch. 02

by evanescent82 on Aug 31, 2017
Gay Male

Disclaimer: All characters are entirely fictitious. The events described here never happened. Please, do not read if you are under 18 or are offended by explicitly sexual material. Andrew woke up with a start. No! No! It could not have happened, his conscious mind told him. He did not just get fucked by another man. But even as his thoughts sought to deny i...

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...

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...