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My list is going to be a bit of a weird one for most.
1. Rear Window
2. Vertigo*
3. Casablanca
4. Clerks & Chasing Amy
5. American Psycho
6. Commando
7. Breakfast at Tiffany's
8. His Girl Friday
9. Forgetting Sarah Marshall, Naked Gun 1 and 2, Bridesmaids, American Wedding**
10. Insidious & The Conjuring 1 and 2, The Thing, Dawn of the Dead (kind of hard, I usually watch Horror films in like groups of 10-15 over a week once or twice a year, and these ones have been among them each time for the past few years)

These aren't necessarily my favourite films, but the ones I tend to rewatch the most. I grouped up a few because I almost always watch them together.
* Vertigo is by far the film I watch the most on my own. I pretty much only rewatch the others with wife and/or family.
** I used to watch the full trilogy, but have mostly just been watching American Wedding in the last decade or so, I'm not saying it's better than the first two, just that it's super rewatchable.

But who am I kidding! The most rewatchable film of all time is CLEARLY this one:

Last edited by Jumpin - on 09 April 2020

I describe myself as a little dose of toxic masculinity.