Cupid

Bobby Cannavale

Trevor Pierce

Sarah Paulson

Dr. Claire McCrae

Rick Gomez

Felix

Camille Guaty

Lita

Anna Chlumsky

Josie

Joe Farrell

Wall Street Guy

Kate Simses

Young Ingénue

Sean Maguire

Dave

Emilio Delgado

Gus

Julie Hagerty

Liv

Blanchard Ryan

Bosomy Ellie

Amy Schumer

Heather

Alexie Gilmore

Sarah 'Sweet Jane' Porter

Marguerite Moreau

Madelyn

Erik Palladino

Mick Kazarian

Annabelle Gurwitch

Manday

Kerry Butler

Debbie

Austin Pendleton

Dr. Boyd

Mary Stuart Masterson

Mira

Lee Tergesen

Clint

Aubrey Dollar

Robin 'Peaches' Peachtree

Ty Jones

Isaac

John Cunningham

Grayson Davis

Constance Zimmer

Hallie

Patrick J. Adams

Joe Adams

Julie Ann Emery

Riley

Colton James

Marshall

Theo Stockman

DJ

Robert Harrison

Self

Gloria Votsis

Holly

Joe Lo Truglio

Jimmy

Shalin Agarwal

Sketch Artist

Ranjit Chowdhry

Psychiatrist

Nick Cordileone

Photographer

Ken LaRon

Man in suit

Jordan Leeds

Features editor

Dante Nero

Bouncer

Angela Pietropinto

Waitress

Dan Ziskie

Doctor

Steve Blanchard

Mental Ward Singer

Stephen Michael Lee

Mental Ward Singer

Chris Miskiewicz

Bartender

Daran Norris

NYE TV Host (voice)

John J. Schneider

Support Group Member

Heather Silvio

Pedestrian

Uzimann

Hot Dog Vendor

Chris Victor

Johnny

Chris Henry Coffey

Kevin

Denia Brache

Bibi

Krista Braun

Businesswoman

Celeste Cruz

Teenaged Girl

George Kmeck

Middle Aged Man

Kyle Dean Massey

Mira's Son

Candice McKoy

Anxious Young Mother

Melanie Nicholls-King

Celia

J. Tucker Smith

Grayson's Lawyer

Juan Luis Acevedo

Father #1

Gideon Banner

Liberal Man

John Crann

Bartender

Leona Cyphers

Mother #2

Steve Greenstein

Father #2

Jordan Haynes

16-year-old boxer

David Lavine

Meek Man

Angelo Massagli

Bully

Brian McCormack

Bully's Dad

Greg McFadden

Jack

Kari Swenson Riely

Conservative Woman

Eric Saiet

Mr. Roberts

Gayle Samuels

Fortysomething Woman

Susie Stewart Rubio

Skyler

Paul Urcioli

Ronni

Paul Weaver

Wine taster

Gillian Zinser

Beatnik sexpot

Beth Adubato

News Anchor

Craig Bockhorn

Middle Aged Detective

Trieste Kelly Dunn

Sonja

Joe Gonzalez

Uniformed Cop

Bryan Scott Johnson

Guard

Adam Kaufman

Tommy Brown

Brian O'Neill

Supervisor

Shirley Rumierk

Paula Torres

Faith Sandberg

Single Gal

Alexis Suarez

Doug

Ed Wheeler

Doorman

Julie Craig

Tracy Flick Type

Ptolemy Slocum

History Teacher

Alexandra Swarens

Tatiana

Chris Vaina

Military Soldier

Chloe Brooks

Hot Ditzy Redhead

Michael J. Burg

Scott Sussman

Tobias Campbell

Ben Porter

Will Chase

Peter

Kathy Deitch

D-Line / Clerk

Spencer Fox

Music Geek

Lucian Maisel

Adam Porter

Kim Shaw

Pop Star

Walter Turney

Auggie

Mather Zickel

Jack Kozkowski

Patch Darragh

Walter Blackstock

Stephanie DiMaggio

Francine

Paul Fitzgerald

Lance Stillwell

Kit Flanagan

Mrs. Stillwell

Johnny Hopkins

Irish Guy

Royce Johnson

Head Waiter

Anthony Mangano

Anthony Russo

Roger Rathburn

Mr. Stillwell

Jonathan Stewart

Well-Heeled Friend

Rebecca Watson

Real Francine

Sean-Michael Bowles

Aaron the PA