I have played many odd gigs, but most would require a lot of effort to document here, so just this one:
I played in a C/W band for a while, 4-piece, and the leader was a hustling son-of-a-gun. We 'd play 2-3 gigs in one day at times, and he had a small RV with a trailer. I wouldn't to ask where we were going, just show up and get on board. We had a weekday gig once, and after driving out in the middle of nowhere in east Texas for an hour or so we took off down a dirt road for another 30 mins and then stopped in the middle of a field that had one small utility shack and two "iron horses" (oil pumpers) running up and down. There was a picnic table set up, but not a soul there. I also realized that we had no drummer, and discovered that I was to play drum patches on my keyboard. Eventually 2 limos showed up with about 8 people and a few picnic baskets. We played 1 hour, packed up and went home. One of the guests came up and asked about the drummer, and did not believe that I was actually playing "drums" via the keyboard (no sequences or loops, actually playing time), so he said he'd tip the band $100 if we could play "Wipeout". And we did. And I did. And he did. We wound up making almost $400 each on that one.