The iconic Wedding Singer romance

Sandler showed the world his softer, more charming side in 1998’s smash hit The Wedding Singer. Playing a heartbroken 1980s musician, he kicked off a legendary on-screen partnership with Drew Barrymore that spanned three films. The Wedding Singer grossed over $123 million worldwide and proved to skeptical critics that Sandler was a versatile talent who could handle romantic leading-man duties just as effortlessly as broad, physical slapstick comedy.