Mine is Lost Highway. It’s one of the most amazing pieces of media I’ve ever experienced. It’s dark, surreal, and I still don’t know what it’s about for sure. I have my own interpretation, as do many others. Who’s right? We’ll never know. The film is a fucking trip. I highly recommend.
Damn. I have a hard time pinning that down. Way easier by genre, but even there I wouldn’t come to a permanent conclusion since the process is highly dependent on what I remember.
Most of the time, I end up on Fight Club. It’s my most rewatched movie for sure. It hits the right buttons between tight acting, phenomenal camera work, a structure that works, and a concept that can be challenging when first encountered. I hate that it got turned into a symbol for morons that only look at the surface of it, but that’s people for ya; they’ll take the exact opposite message from something and run with it like a pair of scissors.
That being said, I’ve watched spaceballs damn near as many times, along with young Frankenstein. Most of the Brookes ouvre rank pretty damn high for me, and dominate my comedy folders.
But there’s also Princess Bride that’s such a simple and comfortable movie, and Rocky Horror that thrills, chills, and fulfills me. All of those, I’ve seen so many times I’ve lost count, but reach triple digits (and probably exceed that considering I’ve been known to put any of those on to help me sleep when insomnia is kicking my ass, and some nights I’ll go through multiple via playlist now that digital exists).