Meeting Dexter

Preston

One day Jake came home with a friend. I thought he was going to introduce him as a boyfriend, but that didn't happen at all. His name was Dexter; I recognized him as one of the guys from my med school. He was shorter, had dark brown hair, and a big set of horn-rimmed glasses covering a pair of light brown eyes. He was decked out in clothes that must have been two sizes bigger than he was. Jake had befriended him while out prowling at one of the bars he visited on weekends. Since Dexter was becoming a friend of Jake's, he thought we should meet.  

Dexter was very outgoing and liked to talk. To my surprise, he seemed to know something about everything. He was easy to like and fit in really well.  

*~*~*

In the next few years, Dexter, Jake and I became a close albeit small inner circle. Dexter hounded me to go out with them on weekends, but I resisted, as I had with Jake. Not only had I never had sex, but I'd never even had an orgasm, at least not when I was awake. Self-gratification seemed… kind of demeaning to me for some reason. When I brought myself to try, it didn't end well. My hand just didn't seem to do it for me.

I decided that one way or another I needed to get the experience I'd avoided so long. After all, I rationalized, if I actually did need medical help I should get it sooner rather than later. In reality, I also didn't think I could stand to wait much longer. I was afraid that if I did, my fear of ever starting a sex life might control me forever.

That was when my research started, and I found the ad from the busy Dom I'd hoped for. I knew with my studies I'd be doomed to failure if I tried to add romance. Quick sex was something I thought I could handle for now and this guy didn't seem to mind that I didn't have experience as a sub. I wanted someone who was dominant and would show me everything I needed to know.  

I didn't have a long time to look, but eventually I came across an ad, ''Busy Dom seeks regular." He went on to say he was just a person who didn't have time for a relationship but didn't want a stream of guys coming in and out of his house. The thing that got my attention was that he was requesting a visit every day.  

My hands were shaking as I hit the reply button. It occurred to me that with no experience I could start slow with someone like this. He'd claimed he was dominant and I thought that would be a cautious way to experience just what that meant without expectations of anything heavy duty. After all, he sounded like he only wanted one thing and it was something I'd been dying to try. The picture of his body was nice, and he seemed ideal. I couldn't see his face, but I didn't plan to show him mine either, so it seemed perfectly fair.  

I suggested we meet that evening at seven and he readily agreed, insisting once again that he was only interested in daily meetings. I figured what could be a better way to learn about what I hoped would be my new life than meeting daily. Besides, I needed the diversion as a break from my study regimen. I approached the entire experience the same way I had my studies. I decided to give it my full attention… for one hour every day.  

That evening I drove to the address he'd given me. It was an older craftsman house built during the late forties or early fifties. It sat in an older, well-kept neighborhood. My heart was in my throat, but I was determined to see it through. I walked up the sidewalk, climbed the stairs to the porch, and headed to the front door taking a few seconds to calm myself. Then, with my heart in my throat, I knocked.