This experience happened about three or four years ago.
While on a trip to New England on Route 81 near Wilkes Barre, PA, I saw a man in his thirties thumbing for a ride. I stopped, we threw his bag in the back of the truck and headed north. He had an outstanding knowledge of the Gospel and quoted a lot of scripture. I was impressed and asked him what his biggest temptation was. He quickly said: 'Stealing'. What's yours? he asked. 'Sex,' I replied. 'I knew it' he added. Hmmmm, I pondered, knowing that he still didn't mind riding with me although I wasn't sure he knew which side of the coin I was on!
We talked more and I asked if he had had encounters with men on the road, wanting him for sex, and he said that he did and had turned down some real money. We kept talking about it until I was reasonably sure he wouldn't mind my feeling his crotch.
He didn't! He was broke so I offered him some money if he would jack off while I watched and he agreed. We stopped for lunch and he said: 'When are we going to do this?' 'Right after lunch' I said.
We finished and being a truck stop there was a lot of parking space. I parked in an obscure part of the lot and helped him open his pants enough so he was comfortable and he said 'I don't know if I can get it up' I assured him he would be able to. I began massaging my own crotch and he began playing with his penis. He told me his wife had left him and he was really discouraged and was looking for work. I knew he was 'backed up' and needed relief.
I offered to help him (and really wanted to) but he said 'I have it' and kept pumping away. By this time it was hard, not particularly a big one, but cut close and he only massaged the head instead of the complete shaft, but that is where the nerves are and it didn't take very long until he was excited. When he came, I could only watch as he gave several strong shots.
I really wanted to help and should have made that part of the deal but it was too late. I helped him clean up and he packed it away.
I think he felt guilty and I said: 'You didn't do anything wrong but just allowed me to look into the window of your private life'. I think that made him feel better about it.
I told him I had a motel room in Massachusetts but was sharing it with a friend (no sex!). Then I added, 'But you probably wouldn't want to sleep with me anyhow' 'Oh, I would sleep with you', he said. Sadly, I couldn't change my plans so we pulled out and drove north. Soon he saw a sign for a carnival nearby and asked that I drop him off. He had some experience working carnivals and thought he could find work there. Never saw him again and never will but I do have the memory.