How to Be Single is a 2016 American romantic comedy film directed by Christian Ditter and written by Abby Kohn and Marc Silverstein, based on the novel of the same name by Liz Tuccillo. Starring Dakota Johnson, Rebel Wilson, Alison Brie, Leslie Mann, Damon Wayans Jr., Anders Holm, Jake Lacy and Jason Mantzoukas. It was released on February 12, 2016, by Warner Bros. Pictures.
Alice (Dakota Johnson) temporarily dumps her college boyfriend Josh (Nicholas Braun) and moves to New York City to be a paralegal. She moves in with her sister, Meg (Leslie Mann) an OB/GYN who refuses to have a baby or any form of relationship. Alice befriends wild co-worker Robin (Rebel Wilson), who enjoys partying and one-night stands, and local bartender Tom (Anders Holm), who willfully embraces the bachelor lifestyle and hooks up with various women including Alice. Tom meets Lucy (Alison Brie) at his bar when she uses his Internet for free. She explains she is looking for “The One” using various dating sites.
Alice meets with Josh to tell him she is finished with their break and ready to get back together. Josh explains that they can’t because he is seeing someone else, which distresses Alice. Meanwhile, Meg has a change of heart and decides to have a child via sperm donor. She starts dating a younger man named Ken (Jake Lacy) shortly after learning her attempt at in vitro fertilization was successful, however she hides the pregnancy from Ken.
Back at Tom’s bar, Lucy has a string of bad dates. Tom witnesses this and realizes he has feelings for Lucy. As her sister kindles her own relationship, Alice continues to pine after Josh. In an attempt to put herself out there, she attends a Wesleyan alumni networking event, where she hits it off with a man named David (Damon Wayans Jr).
Lucy, having been in a relationship for three weeks with a man named Paul, goes to Grand Central Station to send him off to the train. Paul reveals that he has been seeing other people, thinking she was doing the same, and breaks up with her. Lucy, extremely agitated, breaks down at her volunteer job reading stories to children. George (Jason Mantzoukas), who works at the bookstore, soothes her and the two begin a relationship.
Alice and Robin attend Josh’s winter holiday party, however Alice finds she cannot watch Josh with his new girlfriend. Walking alone, she runs into David, who shows her a private view of the Rockefeller Christmas tree. Dazzled, Alice thanks him and they begin a relationship. Three months later, as she is singing with David’s daughter, Phoebe, David becomes upset with Alice, reminding her sternly that she’s not Phoebe’s mother. The two break up.