Not a movie but:

https://www.youtube.com/watch?v=T6dC80AEawE

That's an hour and 15 minute episode of The Chris Gethard Show, guest staring Jason Mantazokus and Paul Scheer.

The point is they try to guess what's in a dumpster, which sounds stupid.

But it is absolutely the best thing to watch "blind" for the first time.

It's ten years old but you're unlikely to have heard of it, and they just did a 10 year anniversary show like a week ago, that's not as good but you might want to watch it after the original.