This is an interesting idea... You could also have rules in place during the game. Such as every time you lose a piece... Every check... Things to make it harder to concentrate would be best, because then as you start losing you would concentrate less and do worse so lose more.
An ideal set up would be to have a dare for each piece and one for checks, customized beforehand for the people playing. So tasks for each Pawn, Castle, Knight, Bishop, Queen and checks.
Dare chess sounds like a lot of fun.