Jailbait! (2000)

In this teen comedy, a popular high school football player, frustrated with his relationship, gives in to temptation with a carefree local girl, unaware that she is too young for him. When the girl becomes pregnant, the guy finds himself at the center of a political scandal and faces the risk of formal charges from a local prosecutor seeking votes for the upcoming municipal elections. Amid legal complications and sensitive issues, the story unfolds in an ironic and over-the-top manner until its conclusion.
At the five-minute mark, Sadie LeBlanc has sex with a guy in a parked car. She is on top of him, and he removes her bra to expose her breasts. At the nine-minute mark, Sadie LeBlanc and Melody Johnson are in bikinis at a birthday party. There are also some nude actresses at the party who dive into the pool.