First Time Phone Sex on Skype

I used to chat occasionally in the Yahoo chat rooms for masturbation. I always like to talk about masturbation and fantasies. I used to know a few of the regulars and we had some really good conversations. There were many people that would come in say the usual "hey anyone wanna cam"...then leave type messages. There were also the ones that had female names but you expected that they were just some kid pretending to be a girl. That was how I met her.

I had my doubts she was real but she was contributing to the conversation in the room. I was enjoying everyone's conversations. I had already stripped down naked but would only occasionally rub myself - just enough to stay hard and horny. She sent me a private text message in the chat room. We started to chat privately. She told me how she was also naked and slowly rubbing herself. We talked for a while about how we were teasing ourselves and how we could not wait to cum. I figured it was a guy pretending to be a girl but the thoughts were nice to picture and made for good mental images to stroke to.

As I usually would chat in the mornings, by this time I had a cup of coffee and needed to go use the restroom. I mentioned needing to pee and she said she wished she could watch me. I laughed off her comment and said something to the effect of "yeah right" in the chat. She said "no really" and the conversation sort of went from there. I have always liked watching my girlfriends pee on toilet and every now and then wondered what it would be like to really watch them up close. She said she had always wanted to do the same thing. I was still thinking that she was a guy pretending to be a girl and saying that to keep the conversation going.

I joking said well I do have Skype. She said she did too "but I don't have a camera" was the usual response from guys posing as girls. That is usually where they would suddenly drop out of the conversation. However, she said, "I do have a mic". Wow, I guess that would prove me wrong. So I agreed to go on Skype and let her watch me pee if I could hear her.

We started our Skype conversation and sure enough, she had a nice sexy "breathy" voice. I don't know if the avatar was of her or not, but it was a close up shot where you could only see her body and it was really nice. My excitement went up several notches thinking that I had such a hot girl wanting to watch me. So I started my cam and she started watching. I don't usually do the "cock cam" so it was just my face at first. She told me I was cute and it was nice to meet me. We had a nice conversation like we had just met in the coffee shop or somewhere "normal" instead of because she wanted to watch me pee. At this point, we were chatting on mics so my hands were free to keep stroking and rubbing myself.

She said "so show me your cock" and I obliged. I stood up and so did my member - straight and true, pointing right at the camera. She asked me to turn sideways, see it up close, back up so she could see all of me, etc. By this time I really needed to pee pretty badly. I told her I was going to go into the bathroom now. I grabbed my laptop and went into the bathroom. I set it on the sink counter and pointed it towards the toilet. She was excitedly talking now, saying she couldn't wait and things like that.

Because I was so excited and my cock was so hard, it was difficult to "aim" for the toilet. I had to stand there for a minute to relax and finally let go. Once I was done, she told me how cool it was and thanked me for letting her watch. She was telling me how turned on she was and that she was fingering herself pretty hard. She put the microphone down near her pussy and I could hear how wet she was. I could hear her going fast and the squishing sounds her pussy made as she fingered herself. Then I wouldn't hear anything. She told me how she was fingering herself then rubbing her clit and then back to fingering herself.

I was really turned on too so I kept stroking myself and made sure she could see. She took control and told me to go fast or to go slow, rub just the tip, play with my balls. From following her directions, I was very close to cumming. She must give great hand jobs in real life. She told me she was close and that she wanted to wait until I came. She had me stroking faster and faster. I told her I was close to cumming. She asked to see it so I got close to the computer, turn sideways so she could see my profile and had a fantastic orgasm. I shot into my hand to try to catch it so she could see my cum. The first couple were so strong that they bounced right off my hand and hit the floor. The last few stayed in my hand and I had a nice pool of cum in my hand for her.

She told me how hot it was to watch and that she wished I had cum in her mouth like that. That was so exciting because only a couple of girlfriends ever let me cum in their mouths. Her breath was coming in short gasps and her voice was shaky from the exertion of fingering herself. She must have really been giving it to herself good. She said that she would love to taste my cum and how she wanted to kiss me with my cum still in her mouth. That was new to me. I had never had anyone do that to me before and I had certainly never considered it. She asked if I would eat my own cum and told me it would help her to cum too. I was so turned on by her that I would have done anything she asked. So I just went for it. I licked the cum right off my hand. I showed it to her on my tongue then swallowed it.

As I was doing that, she came. She had a nice hard gasping orgasm. When she was finally breathing normal again she thanked me for the pleasant morning and signed out. We chatted a couple more times on Skype but the first time was the best. After that, we lost contact and I haven't chatted with her since. That was my first time doing that for anyone on camera. It was also one of my favorite times.