Road House - there's a pool hall scene where some guy is "enjoying his break" that I saw once but ever since I've not seen it again.
FWIW:
Romy + Michele's HS Reunion - having been to a HS reunion helps make this funny, as does Sorvino, Kudrow, and Garofalo
Me, Myself, and Irene - more dumb Carrey stuff, but Zellweger to help tolerate it.
Jack - Robin Williams playing a young child, either you find it preposterously dumb, or enjoyable with your Diane Lane and Jennifer Lopez
The Jerk - Steve Martin is really a jerk in this, but sometimes I just like to not have to think about a plot and just snicker at the dumb
Blast From The Past - forget Alicia Silverstone looking cute, Christopher Walken is why I watch this
Benny + Joon - a young Depp and Masterson. I tend to watch whatever either one of them is in, but my programming for whatever reason, would require I watch Mary Stuart paint
Arthur - Liza is like fingernails on a chalk board, but this is the only time I find Dudley funny and it's probably because of John Gielgud
Bonus: Walken Fatboy Slim Weapon of Choice:
