Having someone watch me was a long held fantasy - no more!
I'd long fantasised about masturbating for a woman, but it only came about with me finally getting 'online' with a computer.
Years ago there was a 63y/o woman I had chatted to online when I was in my late 20’s. She had never watched a man jerk off, not even her husband. I suppose she was of an age that considered such things ‘dirty’.
We arranged to meet up during her lunch break one day. After picking her up, we drove to a park she knew of and we just sat in my car, windows steaming up, as she watched me stroke off for her until I came, strongly, in my hand.
It was a very erotic occasion for us both;
For her because she watched a guy younger than either of her sons jerk off, and cum for her, during a lunch break, after which she’d have to go back to work wet and horny.
For me, because it was the first time in front of a woman, who half way through my stroking session decided she’d masturbate herself as she watched me stroke off, and then grabbed my hand to lick up my cum when I’d finished.
She’d be in her 80’s now. I wonder sometimes if she’d ever like to watch me again, for old times sake.