This happened not long ago. I was visiting my ex-girlfriend, Alexis, under the pretense that we hadn't seen each other in a really long time. I had initiated the break-up a while ago and I had since told her I still loved her, so we both knew that the weekend would be slightly more significant than just a visit.
Anyway, we ended up going out to dinner right after I got there, had a great time, got to talk afterwards and after going out fell asleep in her bed. After we woke up and got some breakfast we were still tired so we decided to take a nap. After lying in bed with her for a few minutes, it became clear to me that I didn't want to sleep. We were in the spooning position and my cock was beginning to harden. Soon I was fully erect and my cock was spasming against her ass. I began to cup her right breast and massage her nipple, she seemed to like the attention but didn't want to fully encourage it. We were in a dorm room after all and the door wasn't locked, anyone could walk in at any time. Nevertheless, I continued and moved my hand down to her thong strap. I always loved playing with her thongs, just grazing my fingers just inside or playing with the strap that goes around her waist.
We played around like this for an hour or two, I fingered her, and she found it very arousing that we could get caught and also that she couldn't make any noise. Soon though, I found my excitement was getting too much, I needed release. It seemed we couldn't do much about it though because we didn't want to lock the door. So I began touching myself. I reached my left hand into my jeans and began jerking myself off next to her on the bed. She was on her side watching me intently. Pre-cum began dripping down my hard cock and I used it for lubrication. I must have made a face of pleasure because then she moaned a little. I was getting closer, but asked her, 'what's with you?' and she said I don't know but this is really hot. I soon began jerking myself off faster and came to the point of no-return, perspiration was on my face and I said, 'I'm gonna come' at this point I came in my pants, jerking myself off faster, as I did I looked her right in the eyes, and then she made this face, and starting moaning, then she grabbed me and started shaking, she was cumming. I wasn't touching her and she wasn't touching herself, she was just coming from watching me give myself an orgasm. After that we revelled in the magic that just happened, me completely spent from getting myself off finally and she was content having just had an orgasm literally out of thin air.
Needless to say, it was a lovely weekend, I can only hope there will be more in the future.