#3 | The Philadelphia Story (1940) ★★★★★
One of the most enjoyable, classiest and wittiest romantic comedies I’ve seen, The Philadelphia Story centers on Tracy Lord (Katharine Hepburn), a slightly arrogant but charming socialite and the three men that love her. Two years after Tracy kicks husband C.K. Dexter Haven (Cary Grant) to the curb, we find her engaged to stuffy George Kittridge (John Howard). Enter Dexter once again, who shows up with two Spy Magazine reporters, Macauley Connor (James Stewart) and Liz Imbrie (Ruth Hussey), to shake things up days before the wedding. Connor ends up falling head-over-heels for Tracy, and that’s where things really start to get interesting. Hepburn, Grant and Stewart have the most amazing chemistry together, I couldn’t get enough! Sharp, clever dialogue, great understated performances, beautiful costumes…this film has it all.