Oldest Gay First Time Sex Stories - Page 9

Late Night Work Out

I lift four days a week and do cardio the other three; I won't win any Mr. Universe titles but you can see each of my abs. I am strong and toned at about six feet tall. I weigh in at a lean 175 with short brown hair and 28 years of age. I have never had problems with the ladies either. I had a serious girlfriend of about two years at the time of that night.
4 4246 words 19 mins athletic

The Eighteen Year Old

He was given an address, and a phone number, and that was just about it. He knew Chuck from online and they had been planning such an event for a while now. As Matt knocked on the door, he felt a lump in his throat, finally meeting the man he had been eager to meet from the beginning. Chuck was nervous too. Matt, he knew, was a hot young stud.
4.2 2485 words 11 mins friendship

Our Night Visitor Gets World's Best Blowjob

Though it was seasonal work, we knew we could always get summer jobs to provide us with round-the-year income. The Berkshires are beautiful all four seasons and the thought of living there for a few years, after living in a cramped Manhattan studio apartment for the previous two years had us both in the best of spirits.
4.3 2897 words 13 mins beginnings

Doing Gay Porn for College Tuition And My Education

I checked out the wanted ads and nothing was available. I picked up an alternative newspaper and saw an ad for guys to appear in porn films. I'm a chubby guy and didn't think of myself as a porn star, but the ad said all body types needed, so I called and made an appointment. When I got to the office, I filled out an application and showed proof that I was 18.
3.9 3792 words 17 mins college & friendship

Road Trip Takes a Turn and a Twist

All three of us scurrying around like rodents trying to get our suitcases packed. I remained relatively quiet as I threw my shampoo, hair brush, and other things into a bag. I could hear Cheri and Christina yapping away in the other room. "Uggh, I'm so excited summer is finally here!" Christina said. "Oh I know!" Cheri beamed as she threw her astrology book into her suitcase.
3.9 8372 words 37 mins beginnings & college & relationship

Long Hard Day At Work

I hurt my back and thought a massage would be nice, so I went online and found a masseur nearby where I could go during lunch break. When I arrived, I met Mike, a smaller built slim guy, early 30s and we discussed my request for a back rub. I disrobed down to my underwear and he came back into the room with warm oil. When he began the massage, he was dressed in gym shorts.
3.7 784 words 3 mins

My Gym Partner Mark and I

After a couple of weeks I befriended some long time members. One of those men, named Mark, and I hit it off and we became gym partners. Even though Mark was a guy half my age, we soon became close friends. One of the long standing habits the long time members were having, was getting together on Fridays, after the gym workouts, for coffee at Tim Horton.
3.7 1750 words 8 mins athletic

Taken by the Delinquents

Before then I never knew two males could have sex. The closest to sex I had ever came was finding a girlie mag and jacking off to the pictures or stories I read. Daniel, Bruce and Charlie was the most horrific kids in our high school. It was rumored by many that the three of them had been in Juvenal detention and that they were vicious. I had been warned to avoid from them when ever I saw them.
3.9 3518 words 16 mins domination

First Time with My Uncle

My uncle had come to visit us for some family function. Let me tell you all about it. He was 29 years old then. . . yet muscular with well toned body. I always had a big crush on me and something told me he had one on me too. He and I had to share the room. So let me just jump to the story without going much into details what happened before.
3.4 567 words 3 mins beginnings

I didn't know I loved him

It occurred in a time when the worst thing that a teenage boy could be labeled with was being "gay". If someone wanted to insult you, they would call you a queer. If you were homosexual or had those attractions, you were less of a man. This was true in our high school that had a high number of red necks. It was my junior year. I was sexually ignorant. I knew what made babies.
3.8 3143 words 14 mins

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