11. Beanie (Old School, 2003)
The Clown: Suburban dad becomes weirdo clown with frizzy orange wig, red nose and polka dot nightmare of a suit.
Why He’s Funny: Give him credit for trying – Bernard “Beanie” Campbell really wants his kids to have the best birthday party even. And it’s Vince Vaughn in a clown suit – pure bitter genius.
Why He’s Terrifying: Seeing your father-as-clown smoking, drinking and talking business. At your own birthday party. No, that’s not going to screw his child up for life. At all…