If you loved 'The Five-Year Engagement' (2012) for its mix of romance, humor, and relatable relationship struggles, you're in for a treat! This article highlights 10 similar movies and shows that capture the same heartfelt yet comedic vibe. Whether you're a fan of quirky love stories or enjoy watching couples navigate life's ups and downs, these recommendations will keep you entertained.

The Wedding Planner (2001)
Description: A charming romantic comedy that revolves around love and professional life, with a focus on the chaos and joy of weddings.
Fact: Jennifer Lopez's character was originally written as a caterer, but was changed to a wedding planner to add more depth to the story.


How to Lose a Guy in 10 Days (2003)
Description: A lighthearted take on romantic relationships, featuring a battle of the sexes with plenty of comedic misunderstandings.
Fact: The movie's iconic yellow dress worn by Kate Hudson became a fashion trend at the time of its release.


The Break-Up (2006)
Description: Focuses on the aftermath of a relationship, blending humor with the emotional realities of love and separation.
Fact: The movie was inspired by a real-life breakup experienced by one of the screenwriters.


Knocked Up (2007)
Description: Blends comedy with romantic elements, showcasing the challenges and unexpected joys of relationships, particularly when life doesn't go as planned.
Fact: The movie was largely improvised, with actors given freedom to deviate from the script to enhance authenticity.


Forgetting Sarah Marshall (2008)
Description: A romantic comedy that explores the ups and downs of relationships with a mix of humor and heartfelt moments, focusing on personal growth after a breakup.
Fact: The film was written by and stars Jason Segel, who also performed the original songs featured in the movie.


27 Dresses (2008)
Description: Explores themes of love and self-discovery through the lens of a perpetual bridesmaid, blending humor with heartfelt moments.
Fact: The film's title refers to the 27 bridesmaid dresses the protagonist has collected, each with its own story.


The Proposal (2009)
Description: A romantic comedy that plays with the fake relationship trope, leading to unexpected emotional connections and hilarious situations.
Fact: Sandra Bullock and Ryan Reynolds improvised many of their scenes together, adding to the film's natural chemistry.


No Strings Attached (2011)
Description: Delves into the complications of a friends-with-benefits arrangement, mixing humor with genuine emotional depth.
Fact: The screenplay was originally titled 'Fuckbuddies' before being changed for mainstream appeal.


Bridesmaids (2011)
Description: A comedic take on love and friendship, highlighting the complexities of relationships with a strong female perspective and plenty of laughs.
Fact: The film was a breakthrough for female-led comedies, proving they could be just as successful as male-dominated ones.


Friends with Benefits (2011)
Description: A modern romantic comedy that explores the idea of casual relationships turning into something more, filled with witty banter and relatable scenarios.
Fact: The film features several iconic locations in New York City, adding to its vibrant and urban aesthetic.
