Guest Stars Ayo Edebiri as Eve Stone Tracee Ellis Ross as Rayna Bradshaw Ben Platt as Ethan Streiber Talia Balsam as Prosecutor Melissa Saint-Amand as Vanessa Delacroix 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