When Alex encourages Mark 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 steps in for guy's night out, only to run into Mark and his new best friend, Neal. In an effort to reunite the bro-mance, Whitney, following advice from Lily and Roxanne, arms herself with some Rocky Road and red wine and sets out to discover the real root of Mark's heartbreak.
- Whitney Cummings as Whitney
- Chris D'Elia as Alex Miller
- Zoe Lister Jones as Lily Dixon
- Dan O'Brian as Mark Murphy
- Rhea Seehorn as Roxanne Harris
- Kulap Vilaysack as Waitress
- Tiffany Elle as woman