- Joyce Greenleaf - Alison
- Cobie Smulders - Robin Scherbatsky
- Luis Avila - Host
- Brick Jackson - Bouncer
- Angie Kim - Camilla
- Ryan Anderson Lopez - Kid
- Minae Noji - Realtor
- Paget Brewster - Lori
- Mason Gooding - Ash
- Pressly Coker - Bar Guy
- Brandon Papo - Guy recording Jesse
- Dakota Gorman - Holly
- Matt Letscher - Grant Rose
- Margo Harshman - Mia
- Indrajit Sarkar - Sid's dad
- Ava Kolker - Rivka
- Gloria Gifford - Sylvia
- Kuali'i Wittman - Animal control person
- Dan Bucatinsky - Fred
- Gillian Bellinger - Aspiring Actor
- Sophia Grosso - Sonia
- Andrew Hill Newman - Aspiring Writer
- Giancarlo Sabogal - Customer
- Aries Sanders - Mom in Audience
- Phil Abrams - Lou
- Tessa Auberjonois - Naomi
- Joely Fisher - Sue
- Alex Barone - Host
- Kyle MacLachlan - The Captain
- Joe Nieves - Carl MacLaren
- Leighton Meester - Meredith
- Laura Bell Bundy - Becky
- Lindsey Kraft - Lisa
- Stony Blyden - Jasper
- Barry Livingston - Captains Lawyer
- Kevin Sifuentes - Mark
- Nick Atkinson - Brad
- Jenn An - Receptionist
- Neil Patrick Harris - Barney Stinson
- Michael J. Sielaff - Bored Officiant
- Isaac Cheung - Postmates Guy
- Meghan Trainor - Ramona
- Garrett Morris - Julian
- Jacquis Neal - Random Building Person
- David Weisenberg - Maury
- Michael McDonald - Warren
- Jessica St. Clair - Megan
- Shalini Bathina - Courtney
- John Shartzer - Scientist
- Derek Yates - Rando
- Eden Sher - Deirdre
- Erik Estrada Loaiza - Delivery Man
- Anand Mahalingam - Kyle
- Toni Robison-May - Woman in Crowd
- Olivia May - Another Woman in Crowd
- Krishna Smitha - Ginz Employee
- Mark Anthony Williams - Doorman
- Rose Abdoo - Dr. Dominguez
- Dave Kumar - Amit
- Andrew Rogers - Trevor
- Judith Sheindlin - Judge Judy Sheindlin
- Victor Rasuk - Oscar
- Elizabeth Phoenix Caro - Olivia Demarco
- Brian Carpenter - Rupert
- Jesten Mariconda - Delivery Person
- Amari McCoy - Mariah
- Cooper Mothersbaugh - Todd
- Olivier Paris - Brendan
- Jan Hoag - Phyllis
- Tara Karsian - Rhonda
- Jean Glaudé - Male Patient
- Dan Kinsella - Doctor
- John Corbett - Robert
- Wendie Malick - Daphne
- Jessy Hodges - Dana
- Taylor Foster - Dana's Sister
- Annie Heller - Nance
- Diane Yang - Jill
- Michael Cimino - Swish
- Caitlin Thompson - Taylor
- Ryan Goldsher - Lil Toasty
- Collin Campana - First Date Guy
- Carson Fagerbakke - Kristen
- Amanda Joy Erickson - Anne
- David St. James - Old Grizzled Man
- Ashley Reyes - Hannah
- Alexis Denisof - Sandy Rivers
- Mark Consuelos - Juan
- Ellodee Carpenter - Trina
- Danielle Hoetmer - Another Customer
- Clark Gregg - Nick
- Travis Schuldt - Dick
- Brian Yang - Rick
- Kyle Richards - Missy Moritz
- Hina Abdullah - Julia
- Lindsey Gort - Angelina
- Nick Thune - Gio
- Amber Stonebraker - Lucy
- Constance Marie - Raquel
- Langston Kerman - Eli
- Ciara Hanna - Hot Female Doctor
- Gil Ozeri - Yoni
- Kim Yarbrough - Madame Deborah
- Meaghan Rath - Parker James
- Tipper Newton - Melanie
- Kayden Alexander Koshelev - Chef Landon
- Alex Boling - Bob
- Brian Dunkleman - Host
- Ambar Martinez - Realtor
- Kenneth Mosley - Waiter
- Garrett Schweighauser - M.C.
- Craig Geoghan - Greg
- Lance Bass - Self
- Joey Fatone - Self
- Bryan Dodds - Firefighter
- Dave Ehrman - Joey Fatone Lookalike
- Nick Hart - Lance Bass Lookalike
- Efrangeliz Medina - Kiana
- Joseph Salazar - Waiter
- Rob Gronkowski - Rob Gronkowski
- Adam Hollick - Waiter
- Kinner Shah - Principal Harris
- Eric Shamm Watson - Miserable Man
- Hal Alpert - Dr. Hoffman
- Jon Huck - Creepy Driver
- Philicia Saunders - Woman
- Matt Linton - Partygoer
- Serena Laney - Roz
David St. James interpreta a Old Grizzled Man en la serie.
Joely Fisher interpreta a Sue en la serie.
Hilary Duff interpreta a Sophie Tompkins en la serie.
Christopher Lowell interpreta a Jesse Walker en la serie.
Francia Raísa interpreta a Valentina Morales en la serie.
Suraj Sharma interpreta a Sid en la serie.
Tom Ainsley interpreta a Charlie Winthrop en la serie.
Tien Tran interpreta a Ellen Gilbert en la serie.
Kim Cattrall hace el papel de Sophie Tompkins.
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