These decrepit trailers show up from time to time. This is a particularly nice example.
The only boat I could imagine putting aboard this trailer would be a boat owned by an archenemy. Someone who has wronged me so regularly or so spectacularly, that I would need to invent a new species of revenge dramatic enough to get his or her attention. Placing my archenemy's boat on this frail, rusted, doomed trailer just might do the trick.