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The list of best romantic comedies is ok but you must be young because so many better. First off Pretty Woman and Knotting Hill need to be number one and number two. Come on the line "I am just a girl standing in front of a boy asking him to love her" has to be one of the best lines ever and Julia knows how to do it the best. Philadelphia story come to mind as well. How about Princess Bride, corny but great love story. Grease has to be up there and still is the best musical everyone can go to in the family and it keeps enduring. Sixteen candles was great in its day. When Harry Met Sally has to be on list. Moonstruck would be a contender I would think. I can think of several Sandra Bullock movies that could be mentioned as well, like 2 Weeks Notice.
Adam's Rib, Breakfast at Tiffany's or Roman Holiday would be good runners up. My personal favorite old movie is My Fair Lady, some may argue with this movie but it is happy and a great ending the way they just come together.