Gay Anal Stretching Stories

6,645 results
Orientation
Length
Source
Infinite Scroll

Being with Greg

by alexcarr on Aug 18, 2017
Gay Male

It is always so nice being fucked by Greg and maybe that is an understatement, you see for me there has never been another to whom I have been so ardently chemically attracted and the moment we meet my whole being is a flutter in anticipation of the wonderful things to come. As on our first date he spoils and pampers me, wine and dines me at his local pub r...

I Am A Medical Examination Model

by elibativa on Sep 14, 2017
Gay Male

This all happened over thirty years ago, when I was in my mid-20s. I was a graduate student, and I lived on a small stipend from my teaching assistantship. To make extra money, I worked as a figure drawing model. One day, during break, I was talking to a female model who was posing for another class at the university where I both posed and studied. She told...

Anal Seduction Redux Ch. 03

by wiley4377 on Jun 26, 2018
Gay Male

My ass was sore for several days after my encounter with Hank. His enormous monster caused some extreme stretching. The week was slow at work. I went home on time with no overtime. Boring is the word. Neither Bill nor George had called me to fuck me. So I found myself so horny on Thursday afternoon. The silence was broken when my phone rang. Brnng—brnng—br...

A Morning in Bed

by st3ph1066 on Aug 30, 2017
Gay Male

I was lay in my bed on an early, wet Monday morning. My thoughts started to wander to the guy I had met on the previous Friday night, my hands trailed down my chest as I thought about his fantastic body, and his big 8 inch cock, his clean shaven balls and his hot sexy ass. My hand reached my already stiffening cock, my fingers started to trace lines across...

Clayton's Available Ass

by Boxlicker101 on Sep 14, 2017
Gay Male

Clayton Smithers sat in his jail cell wishing to God he had never tried the scam. At first it had worked fine; the diploma mill had sold him the diploma and arranged what looked like good references, even responding with glowing letters of praise if anybody ever asked about the qualifications of Doctor Clayton Smithers. It had been a sweet deal with money co...

First Time With Joe

by alexcarr on Aug 18, 2017
Gay Male

I was so pleased and happy when I started to realize my true leaning. For years I lived under the misconception that, because I wasn't particularly attracted tin a physical sense o girls, there was something fundamentally wrong with me. It didn't occur to me that I was gay or anything like that. There were guys who turned my head for a second look but that...

Rear Windows

by KenJames on Jun 4, 2019
Gay Male

Dave Burke scanned through his notes, then pushed the laptop aside and looked out the window over his desk, trying to think of an opening sentence. It was Wednesday afternoon and Dr. Hillier, his Freshman English instructor, had assigned a 500 word essay for Friday. He was renting one of the units in a two-story duplex. The bedrooms were on the second floor...

Transported to Homo-World

by jmce on Sep 26, 2017
Gay

My name is Dick and this is the story of when I ended up in Homo-World, the adventures I had there and how it ended. It started a normal enough day, I woke up, took a shower, brush teeth etc. It was Sunday and I had nothing planned when Love called and asked "Hey, you have anything planned?" "Honey, it's Sunday. The only thing anyone ever plan...

Open in Reader

Special Procedure

by KenJames on Oct 15, 2017
Gay Male

Steve pulled into the medical center parking lot at 5:45 p.m. Dr. Harry Wu's practice closed at 5:30 p.m. and the door was locked. Dr. Wu was sitting behind the reception desk. He let Steve in, then relocked the door. "Thanks for seeing me, Doctor," Steve said. "I just couldn't get away sooner." "No problem." Dr. Wu was a big handsome Asian man in his ear...

Internet Anal Sex

by fox-for-fun on Sep 19, 2017
Gay Male

This is a true story of mine doing anal sex with a stranger whom I met through internet while having chat on a gay chat channel. It was 24 November 2005; I was at Islamabad (Federal capital) for my personal work. I was staying at a guest room and was alone. In the evening I went to an internet café for web browsing and chat. I had heard from my fellows that...