The Hottie & The Nottie (2008)

Nate relocates to Los Angeles, eager to reconnect with his longtime crush, Cristabel. However, his romantic aspirations face a significant obstacle: Cristabel's less-than-attractive best friend, June, who is always by her side. As Nate navigates this tricky dynamic, he finds himself unexpectedly drawn to June, discovering her inner beauty and charm. His initial focus on Cristabel begins to shift, leading to a surprising revelation about love and attraction. The journey tests Nate's feelings and challenges societal notions of beauty, leaving him to reconsider who truly deserves his heart.