This isn't one of the movies on the list, but 1) some people think it's Woody Allen's best movie, 2) there were complaints that it didn't make AFI's list and 3) it was on TCM a few weeks back. Bonus reason 4) it has the best opening few minutes of any movie I've ever seen.
It's shot in black and white and it's Woody Allen's valentine to New York City. Gorgeous shots and a soundtrack that's exclusively Gershwin. Other than that the movie is straight Allen. It involves NYC intellectuals, broken marriages and lots of one-liners.
The movie opens with Allen dating a 17 year old Mariel Hemingway. The whole set up is a little creepy, especially with his later actions. He later falls for his friends mistress and the two have a battle of neurosis. If you like a Woody Allen movie, you'll enjoy this. Otherwise...not so much.
I mentioned the opening. I'd hoped to find it on YouTube but the best I could find was the Spanish dub version. It's still worth watching though. Just picture Woody Allen's voice instead...
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