OMG OMG OMG O!M!!G!
I have lost count of the number of times I have jilled over him but now, there is just a chance of something more, in fact there HAS been, this is it!
I know he is older, I don't care. We talk, we flirt, but until last weekend, for him it was just fun, for me it would be the start of a jilling session. We were in my flat, just talking. As usual, I was being flirty and he, bless him, was responding in his own sometimes oblique way.
We were playing a game of 'I have, You have'? You know, (Me)'I've jilled off in a public bathroom.' (Him)'Well, I've jacked off on the beach.' (Me, 'I've masturbated with another girl in the room' (Him) 'I once came into a pair of panties belonging to a girl I wasn't going out with.' type of thing, but then it changed to 'I would like, You would like.' I said something goofy like, 'I would love a guy to cum in my hair.' He said 'I would love to see a girl wet herself on purpose.'
Maybe he knew I wouldn't be surprised, maybe someone told him, I don't know. But that has been an all-time fantasy for me too. In fact, when I read about it in places like this, it turns me on like crazy, but strange as it sounds, I have not tried it, not even in private.
One thing was for sure, my panties were already a long way from being dry!
There was one of those long silences that are heavy with tension and possibility. He wanted to say more and so I encouraged him with a soft, almost whispered 'Go on.'. He looked at me with those soft brown eyes and said 'Actually, Em, It's long been a fantasy of mine to see a girl pee her panties... ummm.. well... on me.'
As we were in my kitchen, I just stood up and lifted my skirt. I damn near fainted because my mouth was so dry and my heart was thumping like a hammer! I parted my legs a little. (I could not have chosen a least sexy pair of panties if I had tried! No thong today, not even bikini hi-cuts. These were the closest things to gym panties that I possess, and they were a very unflattering green too!) I took a breath and let a little go. The material turned instantly almost black and I felt it run down my legs.
He knelt on my floor and moved so close to me. I just let it happen, although very very slowly. He kissed my lower tummy. For one moment I thought he would kiss right where the action was! Instead, I felt his finger worm under the soaking material and into me, an altogether different kind of wetness. He pushed in deep and slightly forward with his long fingers, and I had the most mind-blowing orgasm. They always feel more powerful when I am standing up but this was a honey!
When I finished (cumming AND peeing) I reached down for his shoulders and made him stand up. Then I sank to my knees and got his cock out and jacked him. I asked him to tell me when he was about to cum, which, I have to say, didn't take long.
Then I directed each shot into my hair.
So, we have crossed a threshold I think. I sure hope we do more, either masturbatory, in which case I will write about it I think, or more, (in which case I can't).