Plot

An unflinching portrait of adolescent lust, boredom, and self-destruction that centers around a shy young girl on the cusp of an illicit relationship with her soccer coach.

Shy, sensitive April, the class virgin, is torn between an illicit flirtation with her soccer coach Mr. B and an unrequited crush on sweet stoner Teddy. Meanwhile, Emily offers sexual favors to every boy who crosses her path, including Teddy and his best friend Fred, a live wire without filters or boundaries. As one high-school party bleeds into the next and April and Teddy struggle to admit their mutual affection, Fred's escalating recklessness spirals into chaos.

Teddy (Jack Kilmer) and his best friend Fred (Nat Wolff) are two stoner teenagers. April (Emma Roberts) is at soccer practice when her friends laugh about their coach Mr. B (James Franco) having a crush on April. Mr. B asks April if she can babysit his son Michael and he then offers her the position of striker. Fred and Teddy walk back to their car talking about what they would do if they got in a drunk driving accident. Teddy says he would drive away even if it was his crush, April.

At a party, Teddy invites April to the graveyard with him and Fred. The two hold hands as they run to the graveyard. April carves a heart into the tree and the two bond. They head back to the party and drink alcohol with all the other guests. Teddy goes outside to throw up when Emily (Zoe Levin) takes him to the bathroom to get mouthwash. April sees Teddy and Emily head upstairs and gets jealous. April starts talking to Ivan (Andrew Lutheran), who tries to flirt with her. Teddy and Emily kiss and she gives him a blow-job. Teddy goes outside to have a cigarette but gets upset when he sees April kissing Ivan. He and Fred leave the party and get into a car accident. Teddy quickly drives away but blames Fred for the accident as he spoke about it earlier. A police officer arrives at Teddy's house and arrests him for driving under the influence.

April sits by the pool with her friends Chrissy (Olivia Crocicchia) and Shauna (Claudia Levy). Chrissy tells the girls that Emily gave Teddy a blow-job and April gets upset. Teddy and his family are at the courthouse as he is put on probation for twelve months and ordered to perform community service at a children's library. Emily and her friend sit watching Fred play basketball. Fred later goes back to Emily's house and they have sex.

While Teddy is doing community service at the library, Fred comes to visit him and draws a penis in a children's book; Teddy later gets in trouble for both this and carving April's name into a bench. April goes over to Mr. B's house for help with her History paper. He kisses her and confesses his feelings for her. Later that night Teddy and Fred cut down a tree-the one April carved a heart in-with a chainsaw. The next day, Fred goes over to Emily's house. He admits that they went to a friend's house and got Emily naked in the bed so everyone could have sex with her. April goes to Mr. B's house again after he ignored her at soccer practice. She says she doesn't want to see him anymore but he claims that he loves her and wants to be with her.

In class, April gets called back for her history paper because her stepdad (Val Kilmer) wrote it. In Teddy's art class, the teacher observes Fred's art and tells him about how he went down the "tunnel of death" and realized he is "not Bob" as he drove down the highway. At April's soccer game she messes up and misses lots of chances to score. Mr. B offers to drive her home and takes her back to his house. The two sit on the couch and begin kissing then April loses her virginity to Mr. B. The next day when April is babysitting, Michael tells her he has another babysitter which upsets her. She tells Mr. B that she doesn't want to come over to his house anymore.

At a party, April goes outside to sit with Teddy. He says he cares about and loves her, which confuses her as they don't talk much. Later on Teddy and Fred go to get weed from Skull (Keegan Allen). Amongst other things, Fred tells Skull that Teddy talked about wanting to cut Skull's heart out although Fred was the one who had suggested it after he brought along a knife. Fred then asks Skull if he had a choice, would he rather be gay or a girl to which Skull and Teddy make fun of Fred and are homophobic towards him by calling him names. Fred questions why they think it's wrong to be with a man then explains that being inside a girl means that she's the one in control of the man and not the other way around. He then falls to the floor and starts crying, indicating he might be struggling with his sexuality. They get back in the car and Fred wants to drive down a one-way road, but Teddy demands to get out. Fred drives down the one-way by himself while repeatedly shouting "I'm not Bob". April texts Teddy, making them smile as Teddy walks alone.