I started exploring by bi-sexual curiosities when I was in my mid forties. I'd been with a few guys and learned that I enjoyed giving and receiving oral to completion. I enjoyed touching another man and being touched. There was something different and special about being sexual with a man. I've always enjoyed being intimate with women, too.
The one activity I really wanted to try was being a bottom. I learned I enjoyed anal sex by masturbating with my wife's vibrator. It just felt incredibly good to penetrate myself with that toy. I even talked my wife into role reversal with a strap on dildo. I really enjoyed it but unfortunately my wife really couldn't get into it so we only did it a couple of times. As good as it was with the strap on I could only imagine how good a real cock would feel.
With my wife out of town for a couple of days I met a guy on line who agreed to meet. If we connected he said he might be willing to top me. With his roommate away we met at his house and got to know each other over a beer. When we finished our drinks he asked me if I wanted to go to his bedroom. I was incredibly excited and agreed right away.
We went to his room and got undressed. I was shocked at the size of his cock, it was considerably larger than mine. It was large enough (about 8 inches and thick) that I wasn't sure I was going to be able to take it. We got on the bed and touched and fondled each other. He then got some lube and slid a finger up inside me. It felt so good as he worked my hole with his lubed finger. He then slid two fingers into me and asked how it felt. I told him it was great. After working me with two fingers he slid a third one in me to loosen me up for his cock.
At this point he took me to a place I'd never been. I wanted his cock in me. I needed his cock in me. I was in heat. I begged him to fuck me. He promptly slid on a condom and had me lay on my back with my legs over the side of the bed. He told me to pick up my legs so my hole was exposed to him. The height of my ass was perfect for him as he stood between my legs. He placed the head of his cock at my hole and slowly worked his cock into me. It was incredible and felt even better that I could have ever imagined.
When he slowly worked his cock into me balls deep I came harder than I ever had. I shot my load all over my stomach and chest while he pumped away in me. It felt so good to finally feel a real cock in me. He pumped in me for a few more minutes and then started to pump faster. I was so excited to feel him thrust into me on his way to orgasm that I actually started getting hard again. He thrust hard into me and I knew he was shooting a nice load. After he finished he very gently pulled out of me.
After things cooled off we got dressed and I left. Unfortunately I moved away shortly after this encounter and we never had the opportunity to get together again. I'm hoping someday to get fucked again. I'd really like to try it bareback. The thought of a guy shooting a load inside me really gets me excited. But, I'd have to know him and trust him really well before that will happen.