17. The Hottie & the Nottie (IMDb: 2.0)

Nate Cooper obsessively pursues Cristabel, the most beautiful woman in Los Angeles, but must first win over her repulsive, hygiene-challenged best friend “Nottie” to get close, leading to gross-out comedy and unexpected lessons in inner beauty.
The film is eviscerated for its shallow premise, offensive “ugly girl” trope played for laughs with exaggerated makeup and gross gags, and Paris Hilton’s wooden performance. Script is lazy with predictable twists, humor relies on cringe rather than wit, and production values are low. It’s viewed as sexist and mean-spirited, failing to deliver charm or redemption, often called one of the worst rom-coms for objectifying everyone involved. Many regret watching due to the discomfort and lack of laughs.