Seventeen year old Penny Cooper is obsessed with filmography, since as a child it was the only way to get close to her mother, a Hollywood actress. She just graduated high school and is looking forward to the next four years at Northwestern.
Johnny is still coping with the loss of his dad, when he is asked to house sit for a friend. His friend tells him to "live it up" and invite friends to stay at the house, which is very luxurious and by the beach. Johnny then invites Penny, who is his girlfriend, and her free-spirited cousin, Camilla.
Knowing Penny has not lost her virginity to Johnny yet, she suggests a "prom do-over." Penny and Johnny have sex that night. After the do-over, Camilla spots a person swimming nude on the beach. Unbeknownst to her, the person is Ash Baker, a country singer who quit his agency after they tried to change his image.
The next morning, a local lifeguard named Steve attempts to cite Ash for camping on the beach. Penny, Camilla and Johnny intervene and invite Ash to the house. After exchanging pleasantries the group takes a group surfing lesson with Steve later that day. Camilla complains that the wetsuits are all plain and black. Later that night the group bond back at the house. Penny and Ash begin to bond in particular. Still upset about his father's death, Johnny rides off from the group to do some night surfing.