This is a true story about the first time I jerked off with a girl watching.
This happened about fifteen years ago. My girlfriend at the time, we'll call her T, and I went to New York for the weekend to see the play Cats and to enjoy the City. We had a long flight followed by a limo ride from the airport to downtown Manhattan that gave us both headaches.
When we finally got to our hotel room we stripped down to our underwear and just crashed on the bed as we were exhausted from the trip. Of course, I was feeling horny and wanted to have sex. T said that she was tired from the trip, still had a headache from the limo ride and just was not in the mood. She then said, 'Why don't you do yourself.' Wow, I had always wanted to masturbate in front of T, but was unsure what her reaction would be. Now, my fantasy was about to come true.
I removed my underwear and began stroking my dick which was already rock hard. I was lying on my back on the right side of the bed and T was lying on her side on the left side of the bed watching me. She then asked me to turn on my side and face her as she she could get a better look and watch my facial expression as I pleasured myself. After I turned on my side and our eyes met, it didn't take but a few more strokes and I knew I was going to cum. Not knowing what T's reaction would be if I shot my load on her, I pointed my dick up a little in an attempt to shoot over her.
Wow, that first spurt shot way up in the air and cleared the other side of the bed. The second spurt hit T right on her abdomen and arm. I shot several more ropes of cum, with the last couple just dribbles that landed on the bed between T and myself. I had a fantastic orgasm, that was made more intense with T watching me. She said it was neat watching my dick shoot out all of that cum. We had wild, passionate sex the rest of that weekend. T is married now (not to me), but I'll never forget my first time masturbating in front of her.
Over the past twelve years, I've jerked off in front of numerous girls, but I'll always remember the first one. It is like having your first sexual intercourse experience. I've had sex with numerous girls over the years, but I always remember my first one.