Drastic times call for drastic measures
It was back in about 1999 or so, at the time my girlfriend Kate was a terrible tease for the first few months that we dated. She loosened up after that, but it was tough on me for quite a while. I remember her and I making out for hours and her sitting on my lap facing me and grinding her crotch on mine the entire time we would go at it. She always managed to get herself off by grinding on me, and I would always try to get her to run off a batch for me, but she was not out of her sexual shell yet so to speak.
One particular night after about an hour or so of some seriously hot making out, I had almost come in my pants from all the grinding. We were in the dark, in my car in her driveway in the wooded area in front of her house and her mom turned on the outside light, signifying it was time for her to come in (she was 19 at the time, with a highly protective mom) so she left me there with a case of blue balls setting in.
She had a long driveway that was in the woods on her farm, and on my way out I stopped about half way and started stroking myself in the car. (I'm a dry masturbator), and when I felt like it was time, I got out of the car, leaned on the fence and pumped one of the biggest loads of my life onto the fence rail.
I had to do this many nights, and it was the best in my opinion when it was in the fall, and the cool air enveloped my cock and balls.