Nice, Corndog! My suggestions in addition to the ones already mentioned:
Groundhog Day, Forget Paris, While You Were Sleeping, The Lake House, 50 First Dates, 10 Things I Hate About You, Love Actually.
Or if you wanted to do it properly, you have to watch
It Happened One Night (1934). In my opinion, they could have stopped right then and there, because the genre could hardly get any better than this.
The Philadelphia Story also needs to be on the list, and I could go on and on if required...