21. The Wedding Singer
The Wedding Singer is not just a fun and colorful time capsule of the 1980s, but it also marks the first movie that Drew Barrymore and Adam Sandler star in together. Sandler plays Robbie, a wedding singer who loses his belief in love after getting left at the altar. Desperate for something to do that will take him away from the wedding scene, he agrees to help his new friend, Julia (Barrymore), plan her wedding to her fiancé Glenn. As they bond, sparks fly, and they both must eventually address the newfound feelings they have for one another.
This film did well enough to set Barrymore and Sandler up to do two more successful films together, and it’s easy to figure out why. The film itself is a true embodiment of the 1980s — from the hairstyles, to the clothes, to the neon pink walls inside Julia’s home. This movie isn’t afraid to poke fun at itself, to say ‘hey, we look silly, but we’re having fun in the meantime’. It also has a truly heartwarming love story, as Julia and Robbie realize what they want from life, and from a partner through each other.
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