OK, here's my list (in no particular order) and why:
Princess Bride - Absolutely hilarious, with great acting. "You keep using that word...I don't think it means what you think it means..."
Never seen it
Monty Python and the Holy Grail - Either you like it or you don't. I do. I can see a clip online or whatever and scenes just start running through my head. HILARIOUS. I do love me some British humor.
Not a Python fan
Henry V (1989 Kenneth Branagh version) - Hands down, the best movie I've ever seen. It's very slow at the beginning, but it is an AWESOME AWESOME movie. The acting, the score, he stays true to Shakespeare...it's just an awesome movie. It's a war movie, but it also has a love story in it for the chicks.
Pass
Casablanca (b/w) - Do I really need to say why? :love
To Have and Have Not (b/w) - My personal favorite of all the Bogart films. Very funny. Bacall's first film; she is smokin' hot. Funny dialogue, great acting. Bogart, Bacall, Walter Brennan, Hoagy Carmichael. GREAT movie. :love
Pride and Prejudice (BBC Version) - Please note that I said the BBC version. It's a 6-part miniseries with Colin Firth as Mr. Darcy. A lot of other people star in it, but they're not important.
If you haven't seen it (ladies...I'm pretty sure most of the guys wouldn't like it), you may as well buy it right off before you even watch it, because you will buy it after you see it. Trust me on this. GAH!!! I'm having heart palpitations even just thinking about it. :sigh:
Hate it
O Brother, Where Art Thou - A classic in every way. Every. Way.
No Way
White Christmas - I love Danny Kaye...his dancing in this movie is just stunning. But the rest of the movie is fun and likeable as well. :love
Rio Bravo - John Wayne, Dean Martin, Ricky Nelson, Walter Brennan, Angie Dickinson. With the exception of Angie Dickinson, the cast is unbeatable. I wish they'd cast someone else, but she doesn't derail the movie. Martin and Nelson do some musical stuff along. And Dean Martin is just dishy. DISHY.
No
Support Your Local Sheriff - James Garner, Walter Brennan, Jack Elam, Harry Morgan, Bruce Dern, and a host of others. HILARIOUSLY funny western. I've never had much use for Bruce Dern, but he is hilarious in this. Jack Elam played a bad guy for years in movies, and then in his later years, did comedy. I think this was his first comedy role...awesome.
No
***
Separating this one out because it's so intense, it's not one I watch over and over, but one of the best movies I've ever seen is Dead Again with Kenneth Branagh and Emma Thompson (back when they were married). AWESOME movie. But did I mention that it's an AWESOME movie? It's about a girl with amnesia who shows up at an orphanage; the head of the orphanage gets a PI to find out who she is. More than that I cannot say...a real plot twister.