Charlotte Payne (Sophie Winkleman) is looking for love and has rejected multiple marriage proposals -- but she has yet to meet Mr. Right. When she joins a popular online dating site, she gets a little help from her dating counselor Andrew (Michael Benjamin Washington) - who requires her to take a 100-question compatibility test. The questions arent easy for Charlotte to answer, and each one requires her to recount a poignant and humorous time in her life with friends Leslie (Smith Cho), Jill (Collette Wolfe), Mike (Christopher Moynihan) and Wayne (David Walton). The test becomes a journey of self-discovery for Charlotte who begins to realize what she truly wants in a relationship.
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