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