I Now Pronounce You Chuck and Larry is the hilarous story of two Brooklyn firefighters who decide to get married. When Larry Valentine’s (Kevin James) wife dies, he has to find a way to keep his domestic partner benefits to take care of their two chidlren. His best friend Chuck Levine (Adam Sandler) agrees to marry him in a scheme to secure them. Chuck and Larry’s friends at the fire house question their relationship and they must go in front of a court to prove that their marriage is legitimate. Alex McDonough (Jessica Biel) is their attorney and a supporter of the gay community. She becomes close friends with both firemen and Chuck begins to fall in love with her.

The Wedding Singer is a romantic comedy that has joined the ranks of classic films. Robbie (Adam Sandler) is a wedding singer and Julia (Drew Barrymore) is a waitress. Robbie and Julia are both engaged to be married, but are falling fast for each other. The movie won a Blockbuster Entertainment Award for Adam Sandler as favorite comedy actor and a MTV award for best kiss between the two stars. It is also the Editor’s Choice for best Adam Sandler movie!

Anger Management put Adam Sandler and Jack Nicholson head to head in a comedic faceoff. Dave Buznik (Sandler) is sentenced to complete an anger management course. His teacher is a belligerent Doctor named Buddy Rydell (Nicholson). Buddy uses some of Dave’s own attitudes to teach him what it is like to have an anger management problem. He even tries to spur Dave’s emotions by taking his girlfriend out where he knows they will run into Dave.

Longest Yard is a Steven Segal film that even people who don’t like sports flicks will enjoy! Paul Crewe (Adam Sandler) is a former football superstar who gets thrown in jail for drunk driving. Paul teams up with other inmates, and even one former football guru, to form a group of players to defeat the prison guards. Coach Nate Scarborough (Burt Reynolds) and another inmate Caretaker (Chris Rock) aid Paul in putting together the team and carrying them to victory on the field.

50 First Dates brings Adam Sandler and Drew Barrymore to the screen together again. Lucy Whitmore (Barrymore) suffers memory loss after an accident. To her, every day is the same date and the people she meets must be reintroduced each time. Henry Roth (Sandler) falls in love with Lucy and has to find a way around her mental issues to make her see that they are meant for each other. The movie won a People’s Choice Award for on-screen chemistry, Teen Choice Awards for Sandler’s performance and favorite comedy movies, and a MTV Movie Award for best on-screen team for the pair.