I was in my mid-50s, divorced and a very active bisexual guy. I had been hooking up with men in a gay chat room for several years, even before my divorce. However, the one I frequented disappeared from the web and I went looking for an alternative. I had heard of craigslist but had never used it, so I thought I would give it a try.
I looked under both 'men for men' and 'casual encounters'. There were a number of men looking for sex with men. I browsed the listings and found one from a single guy in his mid 40s who was a top. He posted a picture of his cock, which appeared enormous. I replied to his post and we exchanged a few e-mails which included more pictures. I told him I was a total bottom and would love to worship his cock and that I couldn't wait until I felt it deep in my ass.
We agreed to meet for a drink at a bar next to his apartment house. Mike was waiting for me. He was quite a bit taller than me - around 6'3" and in pretty good shape. He was clean shaven with light brown hair and green eyes. I ordered a drink and we chatted a bit. Like me, he was divorced but had been for over ten years, while my divorce was fairly recent. I sensed that he was a little nervous and he mentioned that he had not been with a guy for some years. Lately, he had been fantasizing about it more and more. I had been indulging my bi side for about 5 years so this was almost routine for me. I told him everything would be fine.
We walked across the street to his building, Mike had a fourth floor condo which was decorated in a very masculine way - lots of leather furniture and sports memorabilia. We adjourned to his bedroom and quickly undressed. It was obvious that Mike spent a lot of time at the gym as he was lean and muscular. His cock sprang free from his boxers and was very erect. It was about 8" and thick with a nice mushroom head. As soon as we were both naked and I sank to my knees and wrapped my lips around that mushroom head. I soon had him moaning with pleasure. The last thing I wanted was for him to shoot his load too quickly so I started licking his balls and fondling his dick. After a few more minutes of this, we got into the bed. I lubed up my ass while Mike put on a condom.
I got on all fours and Mike started to push his man meat into my waiting hole. I just love the feeling of my ass being invaded by a nice, thick cock. Mike inserted it bit by bit, giving me an incredibly full feeling. Once he had his rod in balls deep, he let it rest there for a few seconds before he started to very slowly fuck me. I was in heaven being fucked by a big cock. Mike soon picked up his pace and began really pounding my ass. I absolutely loved it. I kept telling him how good his cock felt inside me. "I love your cock!" I yelled. That seemed to get Mike even more excited and he fucked me even harder. That only drove me wilder and I kept saying how much I loved having him fuck me.
"I'm going to cum!" he shouted.