After struggling to make romantic connections throughout her adolescence and college days, Darby finally falls in requited love.
A year later, Darby's life and career feel stagnant. When sparks fly with Bradley, her former boss who is recently divorced and highly successful, Darby feels pressure to revisit her half-baked dream of becoming a photographer but soon gets swept up into girlfriend duties instead.
After Darby runs into an old flame and his new girlfriend, she joins her friend Sara at a rooftop party where she winds up connecting with an overeager, romantically bruised guy named Danny.
Feeling empowered after her experience with Danny, Darby embarks on a noncommittal hookup bender, until she falls for up-and-coming chef Magnus.
When a therapist encourages her to address her fear of rejection, Darby recalls being 15 and applying to boarding school to get her parents' attention.
Darby finds herself stuck in a despondent marriage as she reconnects with someone from her past.
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