6. The Wedding Singer (1998)
If Adam Sandler has one perfect romantic comedy, it’s easily The Wedding Singer. With microphone gripped in his fist, Sandler flip-flops between charismatic cat and pathetic crooner in this delightful ‘80s nostalgia period piece, in which Sandler’s mulleted romantic lead is a heartbroken wedding (and later, bar mitzvah) singer who is left at the altar. That’s when Drew Barrymore shows up as a client, inspiring Sandler to steal her away from her unfaithful fiance before her big day. A Mousse’d up Sandler is a pure charmer, even when he’s ruining some other poor bride’s festivities with his depressing soliloquies.
