Although I didn't do this myself, it does belong here, because the person who did it was in quite a bad fix.
It happened at a motel in Florida a few years back and was the laughingstock of the media for a good week or so.
Late at night, a gentleman who was staying at the motel decided to go for a swim. He got a little frisky and stuck his wang in one of the water pipe holes on the side of the pool. As tumescence increased, his wang got lodged in the hole, much like what happens when dogs have sex. After frantic efforts to dislodge it, he finally started shouting for help.
Some time later, the fire department showed up on the scene and somehow managed to dislodge him. I'm not sure how they did it, but maybe they used graphite or applied positive pressure at the other end of the pipe.