This summer before Dinah's senior year is shaping up to be dreadful. She broke up with her boyfriend Todd. Todd cheated on her numerous times, but the last time, done in front of people, was the last straw. Unfortunately, Todd lives next door, and her bedroom window looks at his bedroom window. And her parents and his parents are best friends. How can she explain this situation to them, when they think that Todd and Dinah were destined to be together? Worse, Todd is not over this breakup and keeps trying to get her back. She feels hounded down by her neighbor.
Her best friend Max had driven their career agenda for as long as she could remember. Max has known she wanted to be a journalist all her life, and Dinah went along mainly out of atrophy. But now she's becoming serious about her artistic abilities, and her goal is to go to art school and one day be hired to paint a mural. When she finally attends the famous masked Carnivalesque one night with Max, who has a seat on the planning board of the organization, Dinah meets the charismatic Harvey, a smooth talker who loves the dating game but who has made many female enemies along the way due to his poor treatment of his dates.
As Harvey and Dinah dance, they are interrupted by a gaggle of Harvey's exes, who throw milkshakes at him before dropping water balloons as additional punishment. Harvey needs help to remediate his dating profile, and Dinah agrees to pretend to be his girlfriend. If they can fake date for long enough, Harvey should regain some credibility, and Dinah should be able to avoid Todd's more and more insistent demands that they be together again. And, as a bonus, Dinah can design and pain Carnivalesque's new ride, a merry-go-round. The only rule? If they ever feel like they are falling for each other, they need to voice their feelings. After all, Dinah has seen enough rom-coms to know this could happen.
As the two of them successfully fool their friends, the social media pressure on Harvey builds up, Dinah becomes involved with the drama, but gets to focus on his art. With days passing by, Dinah finds herself falling for Harvey, just in time for Harvey's ex to enter the picture. Is Dinah too late?
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