Criss Angel & Paris Hilton, 2006
I often lump Criss Angel in with Guy Fieri as similar types of douche bags, but if I was forced to choose one to be chained to for the rest of my life*, I would choose Guy because 1) at least he has salsa and 2) he’s lame, but not a huge dick.
*obviously Criss’ superb magic skills are restricted in this scenario.