My first experience was with a much older guy named Richard. He was a senior counselor at a camp where I worked summers while in college.
During my second summer working at the camp, Richard and I ended up having to share a cabin. I had met him the year prior, but because I was just a rookie that year, we had minimal contact. Now, in my second summer, I was familiar with the operation, and, because there were so many kids enrolled, the counselors had to double-up with respect to sleeping accommodations.
One evening early in the season, after the kids had gone to bed for the night, Richard pulled out a large bottle of Jack Daniels. We started playing 5-card stud, taking shots and talking. After about three drinks into the game, he somehow steered the conversation to sex. I didn't have much experience at that point; however, I managed to describe in great detail about the first and only blow-job I had received. He obviously knew I was lying. But that opened the door for him to tell me how much he enjoyed oral sex and how good it felt to have his cock sucked. But, he said his wife didn't like to do it, so she never gave him blowjobs.
Being a lightweight, I was already pretty drunk by that time, so I made a bet with him that if I won the next hand, I would get a day off - with pay - and the use of his truck so I could go into town. He jokingly said ok, BUT, if I lost, I'd have to suck his dick. I never would have imagined that he was serious, so I took the bet.
The next hand, I drew two 10s. Feeling a little cocky, I asked him if he wanted to raise the bet to two days. He reluctantly accepted, adding that if I lost, he would have my ass too. Again, I didn't think he meant it.
It turned out I was wrong.
After the pass cards were dealt, I was stuck with my pair, while he laid down three deuces.
He stood up, unfastened the belt to his khakis, and said a bet was a bet. I sat in silence as he removed his pants and boxers. He walked over in front of me, grabbed his cock and balls, and said, "Well? Are you going to be a man and honor your bet or not?"
Somewhere down inside, I knew that was my out. But pride, curiosity and hormones got the best of me.
In some twisted version of John Wayne, I asked for another shot -- which Richard poured for me. The entire time, I was only focused on his crotch. His cock wasn't too big -- probably about 6 inches -- but he his balls appeared huge.
I quickly downed the shot and waited for a couple of seconds. I vaguely remember motioning to him. The next thing I knew, I had his stiffening cock in my mouth. It felt much larger than I thought it had appeared. Even though I was trying my best to suck, he quickly took control and placed a hand under my chin and the other on top of my head.