Guest Stars Tracee Ellis Ross as Rayna Bradshaw Melissa Saint-Amand as Vanessa Delacroix Talia Balsam as Prosecutor Ayo Edebiri as Eve Stone Ben Platt as Ethan Streiber Jermaine Fowler as Darren Williams Co Starring Andy Dylan as Arresting Officer Martin Covert as Judge Megan Rosen as Emily Jeff DeRouen as Online Therapist Taylor Shurte as Ex-Girlfriend 1 Cat Wilkinson as Ex-Girlfriend 3 Patrick Kirton as Ethan's Dad Meagan Noel as Ex-Girlfriend 2 Randal Gonzalez as Jury Foreman Michael Barbaro as Himself The Kid Mero as Himself Desus Nice as Himself Scott Takeda as Ethan's Doctor