Directed by mumblecore stalwarts Jay & Mark Duplass Cyrus stars John C Reilly as John a middle-aged lonely divorced guy who as the film opens gets dragged to a party by his remarried ex-wife (Catherine Keener) -- who remains his best friend After a few clumsy drunken passes at a variety of women John encounters Molly (Marisa Tomei) an attractive single-mom who finds John's social awkwardness appealing They hit it off & quickly begin a tender new relationship Problems soon arise in the form of Cyrus (Jonah Hill) Molly's twentysomething son who has an off-puttingly close relationship to his mom Soon the jealous Cyrus sets about trying to break them up & John must figure out how to deal with this unhinged & unexpected rival