2. Princess Bride
3. You've Got Mail
4. Serious Moonlight
5. Must Love Dogs
Serious Moonlight, when I look at the poster for it, I still think about old comedies from the 1950's and 1960's. It is one of those that just has a quality about it.
And I don't think it's a fluke that Meg Ryan is in two of my picks - Serious Moonlight and You've Got Mail- she's the queen of romantic comedy.