10. The Wedding Singer
After his successful stint with Saturday Night Live, the versatile Adam Sandler turned to movies, proving his comic chops with films like Billy Madison and Happy Gilmore. In The Wedding Singer, Sandler plays Robbie Hart, a party singer who covers the hits from the 1980s. While performing at a wedding he meets Drew Barrymore, a waitress, and the two find themselves on a collision course to love. This film has legs, and theres something about The Wedding Singer that elevates it above similar run-of-the-mill comedies. Perhaps its the appeal of star Sandler, whose boyishness and self-deprecating charm audiences find irresistible. Perhaps its the simple story, penned by Billy Madison and Happy Gilmore scribe Tim Herlihy, thats relatable. Perhaps it serves as a nostalgic flashback for those of us who came of age in the 1980s. But whatever it is, its an entertaining 95 minutes at the movies.