The story takes place at a private school in Alabama during the school year. The students live on campus in dormitories next to each other.
Miles moves to Alabama to attend Culver Creek and meets his roommate Chip (The Colonel) and his friends Takumi and the beautiful Alaska. They all become good friends. Miles has a huge crush on Alaska who flirts with him at times.
The gang comes up with a great prank for Barn Night, and they pull it of without getting caught. They all drink and smoke until they can't do it anymore, they play a game called Best Day/Worst Day and learn a lot about each other.
One night, after getting blackout drunk, Alaska kisses Miles then leaves in her car later that night. She is clearly upset but they let her go anyway and she gets into a fatal car accident on the highway.
The school mourns Alaska and the boys search for answers. They pull off another prank which involved a stripper performing in front of the whole school that Alaska had started planning before she died, and it goes really well. The Eagle knows it was them but doesn't punish them for it.
TAKE OFF YOUR CLOTHES!!!
Takumi leaves and reveals that he let Alaska go that night too. They realize that she was probably upset about her mom, but they are still undecided on whether or not it was suicide. Miles and the Colonel get closure. They all go home for the summer.