Movies like The Heartbreak Kid

Sandra Bullock and Ryan Reynolds team up in this romantic comedy where a pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. The Proposal's blend of situational comedy and unexpected love mirrors the themes found in The Heartbreak Kid.

With Ben Stiller at the helm, this comedy explores the anxiety-inducing experience of meeting your significant other's family. The awkward, comedic situations and the engagement-related theme make Meet the Parents a favorite for fans of The Heartbreak Kid.

This Farrelly brothers classic combines raunchy humor with a romantic plot, featuring Ben Stiller caught in hilariously uncomfortable situations as he pursues his high school crush, played by Cameron Diaz. If you enjoyed the comedic and romantic mishaps of The Heartbreak Kid, There's Something About Mary offers a similar blend of comedy and romance.

Paul Rudd plays a man on the hunt for a best man for his wedding and forms an unlikely friendship. It's a twist on the romantic comedy formula, with a focus on platonic love that speaks to those who appreciate the comedic timing and relationship follies of The Heartbreak Kid.

Owen Wilson and Vince Vaughn star as two friends who crash weddings to meet women. This comedy, filled with romance and misadventures, resonates with the humorous take on love and relationships seen in The Heartbreak Kid.

Ben Stiller stars as a risk-averse insurance analyst who falls for an old classmate with a free-spirited lifestyle, played by Jennifer Aniston. Like The Heartbreak Kid, Along Came Polly explores the comedic aspects of relationships and the unpredictability of love.

This film stars Ashton Kutcher and Brittany Murphy as newlyweds whose European honeymoon is fraught with disasters. Like The Heartbreak Kid, Just Married showcases a series of comedic situations that put the characters' relationship to the test.

Cameron Diaz and Ashton Kutcher star as two strangers who awaken to discover they've gotten married following a night of debauchery in Las Vegas. The movie's focus on an impromptu romance gone awry shares comedic and thematic elements with The Heartbreak Kid.