When Alex (Chris D'Elia) encourages Mark (Dan O'Brien) to recycle his beer can, Mark takes an unusually firm stance against it, causing the two to "break-up." Trying to cheer Alex up, Whitney (Whitney Cummings) steps in for guy's night out, only to run into Mark and his new best friend, Neal (Maulik Pancholy). In an effort to reunite the bro-mance, Whitney, following advice from Lily (Zoe Lister-Jones) and Roxanne (Rhea Seehorn), arms herself with some Rocky Road and red wine and sets out to discover the real root of Mark's heartbreak.