10 Films About Ex-Boyfriends You Should Watch

Description: Mike, a struggling comedian, tries to get over his ex-girlfriend with the help of his friends in the swinging '90s LA scene. This film captures the essence of moving on with humor and heart.

Fact: Jon Favreau wrote the script based on his own experiences in LA. The film helped launch the careers of both Favreau and Vince Vaughn.

Description: When Julianne realizes she's in love with her best friend Michael, she sets out to sabotage his wedding. This film is a classic tale of love, friendship, and the ex who got away.

Fact: Julia Roberts was paid $12 million for her role, making her one of the highest-paid actresses at the time. The film was a box office success, grossing over $299 million worldwide.

Description: Rob Gordon, a record store owner, reflects on his top five breakups after his latest girlfriend leaves him. This film is a journey through the mind of a man obsessed with lists and the women who've left him.

Fact: The film is based on Nick Hornby's novel of the same name. John Cusack's character was inspired by Hornby's own experiences.

Description: Joel and Clementine undergo a procedure to erase each other from their memories after a breakup. This film explores the idea of whether we'd truly want to forget our exes or cherish the memories, even the painful ones.

Fact: The film's title is derived from a line in Alexander Pope's poem "Eloisa to Abelard." The movie was shot in reverse order to capture the characters' emotional states as memories were erased.

Description: After Gary and Brooke decide to split, they continue to live together, leading to a series of comedic and dramatic confrontations. This film showcases the aftermath of a breakup in a shared living space.

Fact: Vince Vaughn and Jennifer Aniston reportedly dated during and after the filming of this movie. The film was initially conceived as a more dramatic piece before being rewritten as a comedy.

Description: After a painful breakup with his TV star girlfriend, Peter heads to Hawaii to heal. But fate has other plans when he encounters his ex with her new beau. This film captures the awkward, funny, and sometimes painful moments of running into an ex.

Fact: The film was inspired by Jason Segel's own breakup experience. The puppet show in the movie was entirely written and performed by Segel.

Description: Tom Hansen's relationship with Summer Finn is dissected through a non-linear narrative, showing the ups and downs of their romance. This film is a must-watch for anyone who's ever tried to make sense of a past relationship.

Fact: The film's title is a play on the song "(500) Miles" by The Proclaimers, which is featured in the movie. The screenplay was on the 2006 Black List of best unproduced screenplays.

Description: Jane, a divorced mother, finds herself in a romantic entanglement with her ex-husband and a new love interest. This film humorously explores the complexities of relationships with exes.

Fact: Meryl Streep, Alec Baldwin, and Steve Martin all received Golden Globe nominations for their performances. The film was shot in Los Angeles, despite being set in Santa Barbara.

Description: Celeste and Jesse, once a couple, navigate life as friends post-divorce. This film explores the complexities of maintaining a friendship with an ex and the realization that sometimes, moving on is necessary.

Fact: Rashida Jones co-wrote the screenplay and stars in the film. The movie was inspired by her own experiences with breakups.

Description: A documentary-style film where couples recount their stories of love lost and found again, offering a unique perspective on the ex-boyfriend phenomenon.

Fact: The film was originally a TV series in the UK before being adapted into a feature-length documentary. It features real-life stories, making it a poignant watch.