Chuck and Buck came out in 2000, but I only discovered it recently through the Sundance channel.
Chuck and Buck used to be best friends when they were eleven-years-old. Fast forward fifteen years into the future. Buck’s mother has just died, and he invites Charlie (now a music producer) to the funeral. Charlie arrives, and Buck’s obsession with his childhood friend begins. Buck begins to stalk Charlie, and is hostile towards Charlie’s fiancee, Beth. It only gets weirder when Buck writes a play about his and Charlie’s childhood called “Hank and Frank”.
I can’t have been the only one here to have seen this movie. It’s disturbing and sad at the same time. I also get the feeling that the movie couldn’t decide whether it wanted to be disturbing or funny. With something like The Cable Guy, you understood that humor was there (even if it wasn’t funny).