I don't remember his name. I don't remember what it was that made me stop and chat with him. I do remember his screen name on AOL, but only because I thought it was something else; I think it was IGPoPInMan, which I had translated as I Go Pee In A Man (it actually had some thing to do with Iggy Pop).
I had been doing the online dating thing for a couple of months as I had recently gotten divorced and was trying to move on with things. I found that I liked (and still do) chatting online far better than on the phone. I am very tactile person and I think typing gives me more satisfaction than talking. So dating online was a great way to get started.
He seemed intelligent, I wouldn't have continued to talk to him if he didn't. He also seemed sweet and respectful, so I guess I thought I would give him a bit of my time. I owned a massage and yoga center and there would be lots of downtime, so I would often find myself online chatting to him between clients. He was a doctor in a major NY hospital, or so he said, so he would be online when he was home or taking a break. We were both tired and horny, so it didn't take long for the chat to turn into the beginnings of cybersex, although it never got very far; you try typing while masturbating: Uh..... Oh...... Yeah.... I'm touching myself.... Gonna cum....... Not worth it.
So, with that dilemma, we decided to chat on the phone. He called me one night while there was a yoga class going on and we chatted for a while. He then asked me to masturbate while he was on the phone. I told him he was crazy, that there were people in the next room in a class and any one of them could come out at any minute. There were no massage rooms free so I couldn't go in and hide. I finally agreed to go into my semi-enclosed office and do it for him.
I left my clothes on so I could have quick escape if I needed one. I began by rubbing my breasts and pinching my nipples. I was so turned on knowing that he was listening to me, and I was even more excited knowing that someone could walk in on us at any moment.
My hand quickly moved down into my pants and under my panties. My fingers slipped into my dripping wet cunt and slid over my clit. I made tiny circles over my clit and occasionally pushed my fingers in as deep as I could reach. I could hear him breathing on the line and knew he was as turned on as I was, but I didn't hear him masturbating.
I described to him what I was doing in a low whisper so no one would hear. It didn't take long for me to feel the orgasm building, so I shoved my middle fingers deep in my cunt and gyrated my hips. I let out a heavy sigh as my pussy tightened around my fingers. I felt the waves of tingle flow up my spine and over my scalp.
We were silent for a moment, and then he spoke, "I have a fantasy, and I think you are the one to help me fulfill it."
I was intrigued, "Tell me about it."