Three Cocks on a Summer Afternoon.

It had been a while since I played with anyone other than my girlfriend, but I could feel that old urge to play with some cock. Fortunately, I have a widowed buddy who I had met a couple of times over the past year. We had sucked each other off a couple of times, and he tried to fuck me, but I was just too tight to accept his cock. He sent me a note a few days ago and told me about a gay couple who wanted to have some group play. He asked if he could share my profile with them. I told it was ok, but I wanted to see the gay couples’ profile. He gave me their user name and I looked them up. One was an older heavyset bottom with a very thick cock. The other guy was a top with an impressive 8 inch cock that looked to be very thick. I am more bottom by nature but haven’t had much luck with thicker cocks. I decided it was time to stretch my ass a bit before our group session. I had a couple of vibrating butt plugs, so I used them a couple times a day, even walking around with one of them in my ass. Hopefully, this effort would pay dividends at our upcoming group grope.
The day of our meeting arrived and I used my butt plugs most of that morning, noticing that it was getting easier and easier for my asshole to accept them. I took a shower, cleaned myself and did a good manscaping. It was time to go and I drove to the address of the gay couple. I was a bit nervous, as it had been a few years since my last group session. I knocked at the door and a clean cut man in his 60s opened the door. He shook my hand and invited me in. The house was nicely appointed, and we walked into the kitchen, where my buddy and the other guy were sipping a cocktail. We all shook hands and spent a few minutes getting acquainted. I nervously sipped the cocktail that I was offered. I discovered that Earl, who had answered the door, was the top. Lon was the bottom. My friend Jim had fucked Lon a couple of times and had let Earl fuck him a couple of times. They were looking for me to suck them all and to bottom for Earl and my buddy Jim. I was more than ready to give it a try, and explained how I had used my toys all week in anticipation. Jim’s cock was not as thick as Earl’s, so I knew that I had my work cut out for me.
We all went back to the bedroom and got naked. I was very impressed with all three of their cocks. Even soft, they were all clean shaven and hung nicely with big balls. Lon got on his back on the bed and Jim laid down next to him. They started kissing and fondling each other. Earl went back to the kitchen to refresh his drink so I leaned over and took Lon’s thick cock in my mouth. After a minute it had grown as thick as a beer can and I could barely get my mouth around it. It was the thickest cock I had ever seen or sucked. Earl returned to the room and climbed onto the bed. I moved to the other side of the bed and put Earl’s cock in my mouth. It hardened quickly and I enjoyed feeling it go from soft to hard in such a short time. Jim climbed on top of Lon in a 69 and now everyone was hard and having fun.
I knew that Earl’s cock was the biggest one in this group, easily 8” when hard. I also knew that he wanted to fuck me from our previous online chats. I let him know that I am very tight and haven’t had much luck with thicker cocks. He let me know that he was very patient and would give me plenty of time to adjust to his thickness. After several minutes of enjoying his big cock, he asked me if I was ready to take his cock in my ass. I told him absolutely “yes”. He got up from the bed and got some lube and a condom. Then he had me get on my hands and knees on the edge of the bed. In this position, I was able to watch as Jim slipped his cock into Lon’s asshole. This was becoming very hot indeed. Since Lon was on his back and very close to me, I bent lower and put his thick cock back into my mouth. I was immediately rewarded with his pre-cum, which was flowing liberally from his cock. Meanwhile Earl had put on the condom and was liberally lubing up my ass and the condom covered cock. He slipped a finger in my ass and slowly began to fuck my ass with that finger and then I felt a second finger slip in. He did this for a minute or so, then he pulled his fingers out and I felt the head of his cock begin to probe my ass. The more he pushed, the tenser I became. This led to pain which kept increasing. I told him that this wasn’t working, and we decided to change strategies in an attempt to conquer my super tight asshole.
I got off the bed and Earl climbed on, laying on his back. He suggested that I climb on and ride him reverse cowboy, so that I could control the tempo. Meanwhile, two feet away, Jim was slowly fucking Lon. It was really wild to have four men on one bed, naked and having such a great time. I climbed up on the bed and straddled Earl’s midsection. I applied more lube to my ass and his cock, then pointed his cock at my asshole and slowly lowered myself down onto him. I could feel the pressure of his cock on my asshole, but was able to give myself time to adjust to this pressure. Ever so slowly, my ass stretched until I could feel his big thick cock enter and gradually get past my sphincter. The feeling went from serious pain from our first attempt to the most amazing sensation of fullness inside my ass.
Jim pulled out of Lon and took off his condom. He stood up on the bed and stepped towards me. I greedily pulled his cock into my mouth. Lon came around and started sucking my cock while I was slowly riding Earl’s cock. It was total sensory overload to have a cock in my mouth, one in my ass, and to have a hot mouth on my cock. I knew that I wasn’t going to last very much longer, so I increased the pace of my cock riding. Lifting up and slamming down on Earl. I was taking Jim’s cock all the way down my throat while playing with his ball. I managed another minute or so, and was the first to cum; right into Lon’s hungry mouth. Jim came next and sprayed my mouth with his cum. I swallowed every drop and that’s when I heard Earl grunt and felt his cock pulsating deep in my ass.
I pulled myself off of Earl’s cock, but wanted to suck him one more time. I pulled his condom off and slurped his big cock into my mouth, savoring the taste of his cum. We all laid back on the bed in a big pile of naked flesh. After a few minutes of chit chat, I got up, dressed, and headed home. That was the most cock I had ever sucked at one time and it was also the biggest cock I had ever taken in my ass. All in all, it was an awesome summer afternoon.