I'm gonna go ahead and highlight 2 people in this one since most of the names I had planned on doing have been mentioned already:
1 - Top Gun - One of my top 10 movies of all time
2 - Last Samurai - Also could be in my top 10, although this one I have a feeling may be argued
3 - Mission Impossible - 3-7 of Cruise are all pretty even to me, I give MI the slight nod over the rest
4 - A Few Good Men - Like I said, Ive been flip flopping on like 5 movies for the last 3 spots so these could go either way
5 - (tie) Cocktail , Jerry Maguire, Collateral - Cocktail is a classic, Jerry Maguire was great minus the chic moments of the movie, and Cruise's character in Collateral was sweet
Notables: The Color of Money (really might be in my top 5 but I excluded it due to low popularity), Days of Thunder, Born on the 4th of July, Rain Man (only excluded this because half credit goes to Hoffman), Eyes Wide Shut, Minority Report, War of the Worlds (haven't seen), Vanilla Sky (Haven't seen), M.I. 2/3, Risky Business
Overall Outlook: You can't deny the quantity of solid movies Cruise has, definetly should be at least in the discussion for #1
1- Titanic - Considered moving this lower to avoid the flaming I'll receive, but I can't do it. Highest grossing movie of all time, and it was C-A-R-R-I-E-D by Leo.
2 - Blood Diamond - 2-5 are interchangable in my book, but I'll give this the edge because he carried this movie imo more than the other 2
3 - The Departed - Probably my favorite movie with Leo in it, but a lot of credit goes to the rest of the cast. I still think he was the best though
4 - Gangs of New York - Bill the Butcher was equally as good as Leo, which is the only reason I have this at 4 and not higher.
5 - Catch me if you Can - Actually think some might argue for this to be higher
Notables: The Beach, The Aviator (haven't seen this, but it was up for a lot of awards), The Basketball Diaries, What's Eating Gilbert Grape (havent seen, or heard of until mentioned by boon)
Overall Outlook: If you just look at top 5, I think Leo takes the crown. But he seems to lack the quantity that some of the others have (not his fault). The fact that I haven't seen a lot of his movies (Man in the Iron Mask, Romeo and Juliet, Aviator, etc.) may also be why I see a lack in quantity.