Gay Jack Stories

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Jack

by BgMma on Aug 18, 2017
Gay Male

Derek was irrational. The love of his life, Left him. He burst through my door and threw himself into arms. I was shocked, but as a good friend, I took it gracefully and let him cry. I helped him over to the sofa and asked him to tell me the whole story. "Steph left me. I love her so much, Jack." "I know, I know. Now, tell me what happened." "She had got...

Jack's Experience

by faidros on Aug 18, 2017
Gay Male

Hi all, I'm Jack, a 19 year old guy and I want to share my story of how a girl turned me bi and probably gay. So it all started at the end of our summer break. The last week had started and the new school-year was almost upon us once more. I had tonnes of essays and book reports due the first week. But, being me, I haven't started yet on any of that. Now w...

Taking the Plunge

by jack_straw on Aug 29, 2017
Gay Male

Remember when you were 10 or 11, and your buddies double-dog dared you to jump off the high diving board at the local swimming pool? Well, something like that happened to me recently, and it was the most incredible erotic experience of my life. I still can't believe I did it, but I guess if you climb up on the board often enough, eventually you'll throw ca...

Jack-Off Buddy

by w.b.p. on Sep 1, 2017
Gay Male

Late one night, driving home from out of town, I was very horny. I had been having phone sex with my wife while I drove; my cell phone on the dashboard, the earpiece in my ear, and my penis hanging out of my pants, driving with one hand and stroking myself with the other. I had made my wife cum several times, talking about my dick and her vagina and our assh...

Jack's First Time

by JakeLogan13 on Aug 31, 2017
Gay Male

Jack always had been curious about bi-experiences, but never had a chance to try it out. He was 30 years old and had several girlfriends. However, what drew him to trying out a gay experience was more of a power game of giving up control and being "forced" to do something forbidden. One day he even put up a craigslist, but never went through with it. This d...

Joe's Extraordinary Library Visit

by Jack Gates on Aug 18, 2017
Gay Male

Being an author on Literotica I get a lot of feedback from both male and females concerning first time anal sex. From women who are curious because of pressing lovers who keep asking them to bend over backwards to please them. Then there are bi-curious guys desperate to feel a cock inside their bums and scared stiff to ask a guy to do it. Personally, I was...

Home Invasion

by Jack Diamond on Sep 16, 2017
Gay Male

Note: This one’s a little edgy, and may not be for everyone. It is just fantasy, but if you’ve ever been the victim of violent crime you might not want to read this. Consider yourself warned – I don’t need any nasty letters about it, thanks. When my apartment door burst open I was sitting at the computer in my underwear. Too late I realized that I’d stupidl...

My Life

by Jack_Shit on Aug 18, 2017
Gay Male

He should really stop staring but no matter what his mind said, his eyes refused to obey. He continued to stare, his eyes caressing the lean hard body. His girlfriend, Melissa, chatted on completely unaware of his fascination. "...and I told her she could go fuck herself. She said..." Rider barely heard the words as he continued to stare. "Hey Rider, Miss...

Mark's Unexpected Visitor...

by Jack Gates on Aug 18, 2017
Gay Male

Marks Unexpected Visitor Has A Tasty Morsel. When Sal's away Mark likes a flute to play. Before you start to run away with the idea that I am a musician, the flutes I love to play are usually attached to some nice young man who is quick to elongate at a mere touch. I am just a normal everyday guy with a nine to five everyday existence. Married to a tall s...

Jack of All

by sr71plt on Sep 25, 2017
Gay Male

The plane ride in from London had been long and crowded, and passport and customs lines and the effervescent Panos were the last things I wanted to see when I was disgorged into the hot and busy immigration hall at Ben Gurion Airport. I wanted nothing more than a stiff glass of scotch on the rocks, a shower, and four hours of sleep in a Tel Aviv hotel room b...