Plot
Alice Harvey, a 28-year-old assistant book editor and aspiring writer, is tasked with handling the re-release of Milan Daneker's book Waking Eyes. Her father is a successful literary agent, who is overbearing, and her mother is overpowered by him. Alice first met Milan when she was 13, at one of her parents' parties. Soon after, Alice got stuck on a paper/potential novel she was writing and called Milan for guidance. Later, Alice's father was happy to find out Milan was mentoring her. He began to come over while she was home alone, and they lay on her bed. Milan asked Alice for a kiss and they started to make out.
In the present, she is forced by her boss, Jack, to interact with Milan again, and she has repeated flashbacks to their interactions. Her best friend, Sadie, throws Alice a surprise party for her 29th birthday where she meets Emmett Grant, a political activist whom she begins dating.
Alice finds herself feeling jarred and out of control as she works on the promotion for the re-release of Milan's book. She becomes distracted from her writing class and drops out when the teacher suggests she try again at another time. At work, Alice has been trying to get Jack to read a manuscript she really likes by author Karen Malone, but he continues to blow her off. Alice mentions the manuscript to her meddlesome father, and he offers to “fix it” by calling Jack. Alice makes him promise not to but, soon after, she's surprised when Karen comes in for a meeting with Jack. Alice is stunned to see her father bounding in, knowing he highjacked the find from her. Her father, Jack, and Karen go into a closed-door meeting, excluding Alice. Seeing them through a large picture window enrages her and, feeling betrayed, she storms out of the office.
Alice goes to Sadie's apartment, but she's at yoga. Her babysitter, Keith, is there and he notices she has a copy of “Waking Eyes” with her. He comments about disliking the book after being assigned to it read in a class. In the heat of the moment, Alice has sex with Keith, but Sadie comes home early and catches them and throws Alice out of her home. Feeling guilty, Alice ignores Emmett's phone calls. Alice watches an interview Milan is doing on TV, and the interviewer points out that none of his other books had been as successful as Waking Eyes. When asked why he thinks that is, Milan says that anyone can relate to being a teenager. Further, the interviewer asks how a man in his forties can perfectly capture the essence of a teenage girl. Milan appears caught off guard by the question. In a flashback with Alice, it becomes clear that he sexually exploited her and ripped off her writing for the book, but he lies and says it was complete fiction.
Alice ends up telling a suspicious Emmett the truth about her hookup with Keith, and he walks out on her. Dejected, with Emmett and Sadie not talking her, Alice goes to a bar and hooks up with a stranger. In a flashback, Alice tells Milan about a boy her own age that she had been seeing, and he lasciviously presses her for details about their hookup. Milan talks Alice into letting him be the first to make her have an orgasm. In the present, Alice wakes up crying in bed with her one-night stand and quickly leaves.
Alice goes to see Emmett and tries to explain her insecurities, saying that she enjoys the feeling of being wanted, but then begins to wonder why the guy can't do better than her. Emmett says that he does want her, but agrees that he could probably do better. Eventually, Alice and Sadie talk. Alice says she is going to work on her issues so they begin to mend their friendship. Previously, Emmett called out Alice for not trying to further her interest in writing. Desperate to win him back, she writes a blog post with a list of 100 reasons why he should give her another chance.
Back at work, when the re-release of Waking Eyes is hot off the presses, Alice sees that there is a new dedication written about her. In the past, at a book signing, Milan began to read aloud, and Alice finally realized he had blatantly stolen her work, in some cases verbatim, and incorporates details from the sexual relationship he manipulated her into. Alice finally gets the courage to tell her mother what happened. On the car ride home with her parents after the book signing, Alice is mortified when her father mentions that her mother told him her secret. He says that he asked Milan about it, who denied it. They tell her she may have misinterpreted her interaction with Milan, or she may just have a crush on him. In the present day, Alice goes to confront Milan but he still denies any wrongdoing.
Elsewhere, Emmett finds the blog post. He's touched and after Alice comes to his apartment they get back together. At the re-release party of the book, Alice does not show up, staying with Emmett instead. He asks her if she's the girl in the book, to which she replies, "not anymore".
