17. You've Got Mail (1998)

They are enemies in real life, but they have a crush online. Will she be able to forgive him for what she think he has done to her in real life? In addition to being one of the sweetest, most romantic movies ever made, it's further proof that Tom Hanks and Meg Ryan belong together!
Romantic Plot: Kathleen (Ryan) owns a quaint bookstore on the Upper East Side, where Joe Fox (Hanks) is opening a super store sure to put The Shop Around the Corner out of business. The two run into each other often and clash just as much, never knowing that they're communicating over the internet. Can Joe make Kathleen fall in love with him IRL?
Main Cast: Tom Hanks, Meg Ryan, Parker Posey, Greg Kinnear, and Jean Stapleton.
Romantic Mood: Adorable, sweet.
Rotten Tomatoes Rating: 6.2/10.
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Buy or Rent this Romantic Movie: Amazon.com