Kate Fields (Mamrie Hart) is a dentist assistant whose job is a bit middling, while her love life has resulted in either meeting people like Richard (Adam Lustick) on blind dates, or just staying at home alone most nights. Evie Jones (Grace Helbig) is married to Todd Jones (Andy Ridings), and both live with his parents (Betsy Randle, John Hayden), none of them respecting her, and forcing her to attend one charitable cause after another with them that suits their interests, but not hers. Charlie (Hannah Hart) is in a relationship with the girl of her dreams, Claire (Kelen Coleman), whom she wants to marry; but just can't seem to pull her business or her act together, despite her promise to Claire to do so. When the three arrive at Kate's apartment for Taco Tuesday, they reveal that their old high school letters to their future selves was mailed to them. Kate reads her about having a great job, being married, and having a child, none of which has come true for her, making her feel depressed. As her 30th birthday approaches, Charlie and Evie decide to throw Kate a party, inviting all of their old friends from high school, and using the home of Evie's husband's parents as Todd and his parents will be gone. As Evie and Charlie set up everything, Evie is afraid that Oliver (Murphy), a teen who knows the elder Jones, might squeal so she tells him he can come with his friends, which means bringing his crush, Kinsey (Hughes), and his brother, Richard. Kate's boss Jules (Sertich) is also coming over, with patient Dan (Dellapina) whom she is trying to hook up with Kate. Unwanted guests arrive however, in the form of the "bitch", Ashley (Akana).
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