Navigating the complexities of past relationships can be both challenging and enlightening. This curated collection of family films delves into the theme of former flames, offering a blend of humour, warmth, and sometimes poignant reflections on love, loss, and moving on. These stories not only entertain but also provide valuable insights into the dynamics of relationships, making them ideal for family viewing where everyone can learn something about love and life.

How to Lose a Guy in 10 Days (2003)
Description: While not directly about exes, the film explores the dynamics of a relationship that starts with a bet, leading to a breakup and eventual reconciliation, offering insights into past relationships.
Fact: The film was based on a book by Michele Alexander and Jeannie Long.


The Wedding Date (2005)
Description: A woman hires an escort to pose as her boyfriend at her sister's wedding to make her ex jealous, leading to unexpected romantic developments.
Fact: The film was adapted from the novel "Asking for Trouble" by Elizabeth Young.


Just Friends (2005)
Description: A man returns home for Christmas and reconnects with his high school crush, now his ex, leading to a mix of comedy and romance as they navigate their past and present feelings.
Fact: The film features a scene where the main character sings "I Swear" in a talent show, which was improvised by Ryan Reynolds.


The Break-Up (2006)
Description: After a couple breaks up, they continue to live together, leading to humorous and touching moments as they navigate their new relationship status.
Fact: The film was originally titled "The Break-Up Artist."


The Holiday (2006)
Description: This film follows two women who swap homes for the holidays and unexpectedly find romance with each other's exes, showcasing the humorous and heartwarming side of meeting former partners.
Fact: The film was shot in both Los Angeles and England, with the English cottage being a real location in Surrey.


27 Dresses (2008)
Description: A woman who has been a bridesmaid 27 times finds herself in a love triangle with her boss and her sister's fiancé, her ex, exploring themes of past love and new beginnings.
Fact: The film was originally titled "Always the Bridesmaid."


The Ugly Truth (2009)
Description: A rom-com where a TV producer hires a chauvinistic correspondent, leading to a clash of personalities and a reevaluation of past relationships and current ones.
Fact: The film was shot in Los Angeles, but some scenes were set in Sacramento.


The Five-Year Engagement (2012)
Description: This film follows a couple whose engagement stretches over several years, with past relationships influencing their current dynamic, providing a comedic look at love's trials.
Fact: The film was shot in both San Francisco and London.


It's Complicated (2009)
Description: A divorced couple, now friends, find themselves in a romantic entanglement when the ex-husband expresses a desire to rekindle their relationship, highlighting the complexities of past love.
Fact: Meryl Streep and Alec Baldwin, who play the ex-couple, were actually high school classmates.


Definitely, Maybe (2008)
Description: A father recounts his past relationships to his daughter, including his ex-girlfriends, providing a unique perspective on how past loves shape one's life.
Fact: The film was inspired by the director's own life experiences.
