There's Something About Mary (1998)

"There's Something About Mary" centers on Ted, a man still haunted by a disastrous prom night with Mary, his high school crush. Having never fully recovered from that prom date, he embarks on a quest to reconnect with her, hiring a private investigator to track her down. However, Ted isn't the only one vying for Mary's affections; a string of other suitors, including the sleazy detective he hired, quickly emerge, all competing for her attention. This hilarious and chaotic pursuit forms the core of the film's story, showcasing Ted's unwavering, albeit clumsy, romantic persistence. While the film's humor is undeniably its most prominent feature, "There's Something About Mary" also explores the core tenets of romantic comedy. It captures the longing for a missed connection, the awkwardness of pursuing love, and the trials and tribulations that come with vying for someone's affection. The film's genuine heart shines through the outrageous gags, ultimately celebrating the idea of finding love even in the most absurd of circumstances. The focus on Ted's unwavering affection for Mary, and the eventual discovery of a sincere connection, solidifies its place on the "Best Romance movies" list.