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It Happened One Night (1934)
Peter (Clark Gable) admits his feelings for Ellie (Claudette Colbert) in a roundabout way. He tells her father that anyone who loves her would be crazy. Of course, he's crazy, too.
Most romantic line: "Yes! But don't hold that against me. I'm a little screwy myself!"
Bringing Up Baby (1938)
In this classic screwball comedy, David (Cary Grant), a paleontologist, confesses his love for Susan, (Katharine Hepburn), a loopy socialite, atop of a dinosaur skeleton. It's appropriately and adorably zany, even though the ending is disastrous for the dino.
Most romantic line: "Susan, it's more than that. I love you, I think!"
Ilsa (Ingrid Bergman) points a gun at Rick (Humphrey Bogart), demanding the papers that will allow her to escape Casablanca with her husband. It only reminds her how much she loves Rick.
Most romantic line: "If you knew how much I loved you. How much I still love you."
The Apartment (1960)
Billy Wilder's The Apartment has one of the most iconic endings of all time. The movie about two lost souls culminates with C.C. Baxter (Jack Lemmon) finally confessing his love for Fran Kubelik (Shirley MacLaine.) Sure, she doesn't say she loves him back, but her line, "Shut up and deal," coupled with that sweet smile, is an even better response.
Most romantic line: "I love you Miss Kubelik...Did you hear what I said, Miss Kubelik? I absolutely adore you."
Annie Hall (1977)
We're going to spoil a nearly 40-year-old movie by saying that that things don't work out for these two crazy kids. Still, Alvy Singer's (Woody Allen) declaration of love — or something beyond love — is quintessential, even if it feels a little insincere.
Most romantic line: "Love is too weak a word. I lurv you, I loave you, I luff you."