The Ugly Truth

With a blend of romance and comedy, The Proposal features a strong female lead character like The Ugly Truth, who faces unexpected romantic entanglements. Sandra Bullock and Ryan Reynolds's chemistry adds a delightful touch, akin to Heigl and Butler's dynamic.

This film presents a similar battle-of-the-sexes theme and the unexpected emotional connections that ensue. Anyone who enjoyed the push-and-pull dynamics of The Ugly Truth will find the same enjoyable tension between Kate Hudson and Matthew McConaughey.

Chronicling the life of a single woman in her thirties trying to make sense of love and life, Bridget Jones's Diary delivers wit, humor, and heart in a style reminiscent of The Ugly Truth's approach to modern relationships.

27 Dresses stars Katherine Heigl, just like The Ugly Truth, and revolves around the romantic and comedic plights of a perpetual bridesmaid. If you're in for more of Heigl's charm and a good amount of wedding-themed hilarity, this one's a perfect match.

Starring Justin Timberlake and Mila Kunis, Friends with Benefits explores the complicated relationship between two friends who decide to start a casual physical relationship, echoing the themes of love and cynicism found in The Ugly Truth.

No Strings Attached features Natalie Portman and Ashton Kutcher as friends who try to keep their relationship purely physical. It's another rom-com that dives into the idea of whether a love-free relationship is possible, mirroring the candid talks about romance in The Ugly Truth.

Featuring Jennifer Aniston and Jason Bateman, The Switch is a romantic comedy about an unexpected pregnancy that results from a mix-up at a sperm donor clinic. Like The Ugly Truth, it focuses on the unpredictable nature of love and relationships.

Two people wake up to find they've married each other after a night of debauchery in Las Vegas -- and one of them wins a huge jackpot on a slot machine the other had played. What Happens in Vegas is a comedy about an accidental romance, similar to the unexpected relationship in The Ugly Truth.