Leslie Mann & Judd Apatow

When film director and producer Judd Apatow worked on the 1996 film The Cable Guy, he had a clue he’d be meeting the apple of his eye, Leslie Mann. Deep down, he knew something big was about to happen as he recalled himself saying, “There goes the future, Mrs. Apatow.” While the actress had a crush on the movie’s director, Ben Stiller, she gave Apatow a chance to go out on a date and see how things would go.

Mann said she was in love the following day, while Apatow insisted he felt love at first sight. The comedic tandem exchanged wedding vows in June 1997, and now, their two-decade-plus marriage is still going strong. They share two daughters, Iris and Maude, and the family of four also has joint investments in creating funny movies, such as This is 40 and Knocked Up.