If you loved the witty banter, romantic tension, and modern take on relationships in 'Sleeping with Other People' (2015), you're in for a treat. This article explores 10 similar movies and shows that capture the same blend of humor, heart, and complicated love stories. Whether you're a fan of unconventional rom-coms or enjoy sharp dialogue and flawed yet lovable characters, these recommendations will keep you entertained.

The Break-Up (2006)
Description: This film explores post-relationship dynamics similarly to how 'Sleeping with Other People' examines pre-relationship complications. Both movies present a more realistic, sometimes uncomfortable look at modern dating, avoiding typical rom-com clichés. The tension between humor and painful honesty is comparable.
Fact: Vince Vaughn and Jennifer Aniston were dating during filming. Many scenes were improvised. The original ending was much darker.


Forgetting Sarah Marshall (2008)
Description: Both films feature protagonists recovering from heartbreak through unconventional relationships. They share a raunchy yet sincere approach to romantic comedy, with flawed but relatable characters. The Hawaiian setting of 'Sarah Marshall' contrasts with New York in 'Sleeping with Other People', but both use location effectively to enhance the story.
Fact: Jason Segel wrote the script based on his own breakup experience. The Dracula puppet musical was Segel's idea. Russell Brand improvised many of his lines.


He's Just Not That Into You (2009)
Description: Like 'Sleeping with Other People', this ensemble film examines various aspects of modern relationships with both humor and insight. Both movies feature interconnected stories that explore different perspectives on love and dating in contemporary society. The blend of comedy and emotional truth is a strong similarity.
Fact: Based on the self-help book by Greg Behrendt. Features an all-star cast including Scarlett Johansson and Bradley Cooper. Some scenes were filmed in actual Baltimore locations.


The Ugly Truth (2009)
Description: This film shares with 'Sleeping with Other People' the dynamic of two opposites who initially clash but eventually find common ground. Both feature strong-willed female protagonists and charming yet flawed male leads. The mix of raunchy humor and genuine romantic tension is comparable.
Fact: Gerard Butler and Katherine Heigl reportedly didn't get along during filming. The script went through multiple rewrites. Some scenes were improvised.


How to Be Single (2016)
Description: Similar to 'Sleeping with Other People', this film explores modern dating with humor and honesty. Both movies feature characters navigating the complexities of relationships and single life in a big city. The ensemble approach allows for multiple perspectives on love and dating.
Fact: Based on the novel by Liz Tuccillo. Rebel Wilson improvised many of her lines. Filmed in New York City.


No Strings Attached (2011)
Description: Like 'Sleeping with Other People', this film deals with the challenges of keeping a relationship strictly physical. Both movies feature smart, career-driven female leads and charming male counterparts, navigating the blurred lines between friendship and romance. The blend of comedy and emotional depth is a shared trait.
Fact: Natalie Portman and Ashton Kutcher had known each other for years before filming. The script was originally titled 'Fuckbuddies'. Portman was pregnant during some of the filming.


Friends with Benefits (2011)
Description: Similar to 'Sleeping with Other People', 'Friends with Benefits' explores the complexities of modern relationships, blending humor with heartfelt moments. Both films feature protagonists who attempt to maintain a purely physical relationship, only to find themselves developing deeper feelings. The witty dialogue and chemistry between the leads are key similarities.
Fact: Justin Timberlake and Mila Kunis performed most of their own stunts. The film was shot in just 42 days. The director wanted to create a more realistic portrayal of relationships compared to traditional rom-coms.


Love, Rosie (2014)
Description: This film shares with 'Sleeping with Other People' the theme of timing and missed opportunities in love. Both stories follow characters who clearly belong together but keep getting thwarted by circumstances and their own fears. The mix of humor and poignant moments creates a similar emotional tone.
Fact: Based on the novel 'Where Rainbows End' by Cecelia Ahern. Lily Collins learned an Irish accent for her role. The film was shot in Dublin and Toronto.


Trainwreck (2015)
Description: Like 'Sleeping with Other People', this film blends raunchy comedy with genuine emotional depth. Both feature protagonists who struggle with commitment due to past experiences, and both films subvert traditional rom-com tropes while still delivering satisfying romantic arcs.
Fact: Amy Schumer wrote the screenplay based on her own experiences. Bill Hader had never done a romantic comedy before. LeBron James plays himself in a supporting role.


The Big Sick (2017)
Description: This film shares with 'Sleeping with Other People' a willingness to explore unconventional relationship dynamics with both humor and heart. Both movies feature culturally specific elements that add depth to the romantic comedy formula. The balance between comedy and serious emotional moments is similarly well-handled.
Fact: Based on the real-life romance of Kumail Nanjiani and Emily Gordon. Zoe Kazan learned to write jokes for her role. The film was produced by Judd Apatow.
