If you enjoyed the witty humor and romantic mishaps of I Give It a Year (2013), you're in for a treat! This article explores 10 similar movies and shows that blend sharp comedy with relationship drama, perfect for fans of unconventional love stories. Whether you're looking for more awkward engagements, hilarious misunderstandings, or heartfelt moments, these picks will keep you entertained.

How to Lose a Guy in 10 Days (2003)
Description: A battle of the sexes comedy where both leads have ulterior motives, creating a fun, competitive dynamic as they each try to manipulate the other while secretly falling in love.
Fact: The iconic yellow dress worn by Kate Hudson became one of the most memorable outfits in romantic comedy history. The film was based on a self-help book of the same name, though the plot is entirely original.


The Break-Up (2006)
Description: A romantic comedy that explores the complexities of modern relationships, focusing on the humorous and often painful dynamics between a couple navigating a breakup while still living together.
Fact: The film was initially marketed as a traditional romantic comedy, but its darker tone surprised many audiences. It was partially inspired by real-life breakup experiences of the writers.


Knocked Up (2007)
Description: A raunchy yet sweet comedy about an unexpected pregnancy forcing two very different people to navigate the challenges of impending parenthood and an unlikely relationship.
Fact: The film's birth scene was so realistic that some theaters reported pregnant women going into labor. Many of the supporting cast members were actual stand-up comedians who improvised much of their dialogue.


Forgetting Sarah Marshall (2008)
Description: A breakup comedy that balances raunchy humor with genuine emotional depth, following a man's journey to move on from his ex while stuck at the same resort as her.
Fact: Jason Segel wrote the script based on his own experiences with heartbreak. The film's puppet musical, 'Dracula's Lament,' was entirely Segel's creation and became a fan-favorite moment.


The Proposal (2009)
Description: A fake relationship turns into real feelings in this charming rom-com, filled with hilarious misunderstandings and heartfelt moments as the characters navigate their unconventional arrangement.
Fact: Sandra Bullock and Ryan Reynolds filmed their infamous naked collision scene in one take. The movie was shot in just 44 days, a relatively short production schedule for a major studio film.


The Ugly Truth (2009)
Description: A clash of perspectives on relationships between a cynical man and a romantic woman leads to hilarious situations and unexpected chemistry, exploring the differences between men's and women's approaches to love.
Fact: The film's famous flying underwear scene used real radio-controlled helicopters. It was one of the first romantic comedies to incorporate more risqué humor typically found in male-oriented comedies.


The Five-Year Engagement (2012)
Description: A humorous yet poignant look at the ups and downs of a long-term relationship, highlighting how external pressures and personal growth can strain even the strongest bonds.
Fact: The film's script was heavily improvised, with many scenes evolving during filming. It features a cameo from a famous comedian in a supporting role, adding to its comedic appeal.


No Strings Attached (2011)
Description: Centers around a friends-with-benefits arrangement that gradually evolves into something more, blending humor with heartfelt moments about the challenges of keeping emotions out of a physical relationship.
Fact: The screenplay was featured on the 2008 Black List of best unproduced scripts in Hollywood. The film's original title was 'Friends with Benefits,' but it was changed to avoid confusion with the similarly themed movie released the same year.


Bridesmaids (2011)
Description: While primarily a female-driven comedy about wedding preparations, it also offers a heartfelt look at friendship, personal growth, and the messy realities of adult relationships.
Fact: The infamous food poisoning scene was filmed in a real boutique with the cast actually vomiting. The script was largely improvised, with many scenes running much longer than usual to capture spontaneous moments.


Friends with Benefits (2011)
Description: A lighthearted take on the friends-with-benefits trope, filled with witty banter and a will-they-won't-they dynamic that keeps the audience engaged until the very end.
Fact: Justin Timberlake and Mila Kunis performed most of their own stunts in the film. The movie includes several meta-references to romantic comedies, poking fun at the genre's clichés.
