Gay First Time Anal Stories

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Dreaming Ch. 01

by 12inCCrunner on Aug 18, 2017
Gay Male

I was back in college after the summer spent at home, a relatively boring vacation. I was glad to be back in Boston again, I had missed it. Anyway this was the first day with a new course and a new professor. As I walked into the room it was filled mostly with the people that I recognized from last year. They were mainly the same people that had filled my...

I'm Coming for You

by drmweaver705 on Jul 15, 2020
Gay Male

All participants are over 18. ***** I am coming for you. Can you feel it? I see you sitting there in that café, enjoying your little meal, never suspecting that even now you are becoming mine. I could so easily join you, taking the seat across the table from you. Instead, I pass you by, touching your shoulder with my fingertips as I walk by. You barel...

Shores of Tripoli Ch. 05

by KeithD on Oct 22, 2019
Gay Male

The passage of the Straits of Gibraltar into the Mediterranean two days following the visit of the second of Billy's night lovers was the occasion of much celebration on board. In keeping with naval tradition, Captain Bainbridge declared a half work day, double rum rations, and a festive meal for officers and sailors alike. It was also the opportunity to ha...

Small Town Cock Fun

by danielblue on Aug 18, 2017
Gay Male

It was five o'clock on a Friday afternoon and Craig hurried home from work to grab his suitcase and hit the road. He was heading for the city as he had a serious case of blue balls and needed to get himself laid before he went clean out of his mind. The little town he lived in was a good three hours from the city and he wasn't looking forward to the drive,...

Spare The Rod

by danielblue on Sep 15, 2017
Gay Male

At eighteen I was the oldest boy in my boarding school. I suppose I was expected to set an example to the other boys which is why all the teachers were disappointed when I was found to be blind drunk one weekend. There were only two weeks to go until I left school for good; my exams were over and I hadn't a care in the world. However Mr. Bevan, my house mas...

Trying It Again

by Writer242 on Aug 18, 2017
Gay Male

It's been maybe three years since my first time. I thought I would never get another chance to feel a cock inside me again. I had posted personal ads occasionally over the years in hopes of getting another chance. After enough people disappearing on me or my own lack of courage to go through with it, it seemed that there would never be a second time. I was w...

The Lawn Rangers Ch. 08

by texaswade on Sep 14, 2017
Gay Male

I opened my eyes and looked around, confused as to where I was. A sharp pain in my ass reminded me that I was at my grandpa's cabin with my best friend John. He had just fucked my ass with his big eight inch dick – twice. We had arrived at the cabin on Friday in the early afternoon. It was apparently getting dark already. John was laying next to me, snorin...

Benefit Soccer Game

by ibjtjones on Feb 12, 2019
Gay Male

We, the Highway Patrol, are always trying to improve PR with the community. We were invited to field a team to compete with the local college team. We had enough with a couple extras. We decided on Red shorts with White compression shorts and Red jerseys with White writing. As we walked to the field from the locker room the college players met us, and we wal...

A Deviant Spawn Betrayal Ch. 02

by LoveBird1929 on Sep 19, 2017
Gay Male

"I should've just aborted you, you ungrateful little bastard." ~Linda Wilkinson to eleven year old son Shane~ * February 4, 2011 "Taz likes them," Shane said for the sixth time since entering the stretch limousine. As expected, Rory had lit into him about his piercings. And since Taz's endorsement was the most persuasive argument Shane had working in his...

A Cock in the Hand Ch. 03

by HotStoryWriter on Sep 19, 2017
Gay Male

I couldn't wait to get off the bus and get back to the jock dorm. I was tired and wanted to sleep, but most of all, I was excited about the new world that had opened up for me. I tried not to think too much about the implications...after all, I wasn't gay. I had fucked plenty of women and thoroughly enjoyed the experience; I had had my cock sucked and had ea...