10 Movies & Shows Like The Dilemma

10 Movies & Shows Like The Dilemma Similar movies

If you enjoyed the mix of comedy and drama in 'The Dilemma' (2011), you're in for a treat! This article explores 10 similar movies and shows that capture the same blend of humor, tension, and moral quandaries. Whether you're looking for more Vince Vaughn-style wit or stories about friendship and betrayal, these picks will keep you entertained.

The Break-Up (2006)
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The Break-Up (2006)

Description: A romantic comedy-drama that delves into the complexities of relationships, focusing on the emotional fallout of a breakup.

Fact: The movie was shot in Chicago and features many iconic locations from the city. It was originally conceived as a much darker drama before being reworked into a comedy.

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Couples Retreat (2009)
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Couples Retreat (2009)

Description: A comedy about couples navigating relationship issues during a tropical vacation, mixing humor with themes of love and commitment.

Fact: The film was shot on location in Bora Bora, providing stunning backdrops. It was one of the first major studio comedies to explore group therapy for couples.

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I Love You, Man (2009)
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I Love You, Man (2009)

Description: A comedy that explores the dynamics of male friendship and romantic relationships, blending humor with heartfelt moments.

Fact: The film's script was partially improvised, leading to many spontaneous and hilarious moments. It popularized the term 'bromance' in mainstream culture.

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The Five-Year Engagement (2012)
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The Five-Year Engagement (2012)

Description: A romantic comedy that chronicles the ups and downs of a long-term relationship, blending humor with poignant moments.

Fact: The film's script was developed through extensive improvisation workshops with the cast. It features a cameo by a famous comedian in a supporting role.

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No Strings Attached (2011)
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No Strings Attached (2011)

Description: A lighthearted take on friends who attempt to keep their relationship purely physical, only to confront deeper emotions.

Fact: The screenplay was inspired by a real-life friends-with-benefits arrangement. 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.

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The Change-Up (2011)
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The Change-Up (2011)

Description: A body-swap comedy that explores the challenges of adult life, relationships, and personal growth through a humorous lens.

Fact: The film required the lead actors to study each other's mannerisms extensively to convincingly portray the body swap. It was inspired by classic body-swap movies but with a more adult-oriented twist.

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Friends with Benefits (2011)
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Friends with Benefits (2011)

Description: A romantic comedy that examines the blurred lines between friendship and romance, with a modern and witty approach.

Fact: The film features several meta-references to romantic comedies, including a scene where the characters mock clichés of the genre. It was shot in both New York and Los Angeles.

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This Is 40 (2012)
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This Is 40 (2012)

Description: A comedy-drama that delves into the challenges of middle age, marriage, and parenting, with a mix of humor and realism.

Fact: The film is a spin-off of a previous movie, focusing on secondary characters from that story. It was largely improvised, giving it a naturalistic feel.

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The Other Woman (2014)
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The Other Woman (2014)

Description: A comedy about betrayal and female solidarity, as women band together after discovering they're involved with the same man.

Fact: The film was shot in New York and the Hamptons, showcasing luxurious settings. It was one of the highest-grossing female-led comedies of its release year.

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Trainwreck (2015)
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Trainwreck (2015)

Description: A raunchy yet heartfelt comedy about a woman navigating love, career, and personal growth, with a sharp and modern script.

Fact: The film marked the directorial debut of a well-known comedian. It features several cameos from real-life athletes and celebrities.

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