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1. A New Hope
2. The Empire Strikes Back
3. Return of the Jedi
4. The Force Awakens
5. Rogue One
Ok, just kidding... kind of.

Originally Posted by
Vyk
The Princess Bride:
If this isn't one of the most quoted recommendations in this thread I'll be very sad.
The Shawshank Redemption
Steven King's story about a man sentenced to prison for murdering his wife, but he claims he didn't do it. Of course he didn't. Everybody is innocent! It follows his time spent at Shawshank and the relationships he forms with the inmates and workers and concludes with the most satisfying ending I've ever seen in a movie.
Man's Favorite Sport?
Those who can't, teach. A Rock Hudson comedy in which he's a fishing guru who has never fished. All is well until he's forced into a fishing competition as a promotion for his employer Ambercrombie & Fitch. Shenanigans ensue. I watched this movie so many times my VHS copy began burning out.
Ben-Hur
Like the previously mentioned 10 Commandments and The Good, the Bad, and the Ugly; this movie is LONG. In fact I've only watched the entirety of it in a single sitting once. It follows the fall, rise, and return of the titular character during the times of Jesus. The set pieces are fantastic and so much more satisfying than today's CGI. Let's not forget the classic chariot race that spawned inspiration in future films.
Monty Python and the Holy Grail
Since The Princess Bride was already mentioned I'll throw this one out there instead. A hysterical and nonsensical re-telling of Arthurian legend that really needs no introduction or explanation. If there is anybody here that hasn't seen this you have some work to do this week.
Frequency
Solar activity allows a police officer to speak with his firefighter father who died in the line of duty when he was just a boy. The two conspire to change that past and end up experiencing the butterfly effect while at the same time getting tangled up in a serial killer case that is spanning across both time periods.
With the exception Holy Grail I tried to pick some of my favorites that maybe a lot of people might miss out on. Otherwise if this was just a top 5 it would be pretty heavily Star Wars. 
I'm not a big movie buff, so I'm not very sophisticated when it comes to films.
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