Hmmm, on chess.com or in real life? If on chess.com, I nominate Trysts, Conquistador, TheoreticalBoy, and Oinquarki
Top ten silliest players ever [OODLES LESS SERIOUSNESS]


I was just kidding, you don't need to delete a h-file rook lift. Just you know, add a picture. We all love pictures here.

Nigel Short must be on the list for his silly bragging about sleeping with another chess player's girlfriend. And if I recall the story correctly, Short said this in a eulogy-type article after the player had died.

Fischer for numerous moments of silliness. My favorite being refusing to play Judith Polgar when he was staying with the family

Nigel Short again, for crying about another chess player refusing to shake his hand before a game. Too silly

Korchnoi's yogurt complaint, and his playing chess with dead people, may put him in the running for silliest ever!
Discuss.