A Very Problematic Valentine's Day Special

"Holy shit. Do I love Valentine's Day? Not only is it the gushiest, mushiest, most romantic day of the year, but for 24 hours, you have a bulletproof excuse for doing super cheesy shit for your partner. You can eat as much chocolate as you want, no judgment. And it's super fucking cold in February, so it's the perfect excuse to snuggle."

- Harley Quinn

A Very Problematic Valentine's Day Special, also titled as Harley Quinn: A Very Problematic Valentine's Day Special, is a television special of, and the thirty-seventh episode overall. It aired on February 9, 2023.

Synopsis
Gotham City's heroes and villains take on love! To celebrate their first ever Valentine's Day, Harley strives to plan the greatest, most romantic night ever for her and Ivy.

Protagonists

 * Harley Quinn's Crew
 * Harley Quinn (Harleen Quinzel)
 * Poison Ivy (Pamela Isley)
 * Clayface (Basil Karlo)
 * Brett Goldstein
 * Etrigan (Jason Blood)
 * Betty (Elizabeth)

Antagonists

 * Captain Boomerang (Digger Harkness)
 * Satan
 * Legion of Doom
 * Bane (Eduardo Dorrance)
 * Riddler (Edward Nygma)
 * Metallo
 * Joker
 * Clock King (William Tockman)
 * Darkseid

Other Characters

 * André the Giant
 * Aquaman (Arthur Curry)
 * Asim
 * The Flash (Barry Allen)
 * Bethany
 * Beyoncé
 * Bill
 * Bruce Wayne
 * Hawkman (Carter Hall)
 * Kite Man (Charles Brown)
 * Chay-Ara
 * Chris Meloni
 * Superman (Clark Kent)
 * Darryl Brown
 * Diamonds
 * Wonder Woman (Diana Prince)
 * Diane Lane
 * Enchantress (June Moone)
 * Fats Waller
 * George Clooney
 * God
 * Hera
 * Hippolyta
 * Ian Somerhalder
 * Jason Momoa
 * Jim Halpert
 * Kawhi Leonard
 * Khufu
 * Kimberly Guilfoyle
 * Golden Glider (Lisa Snart)
 * Lois Lane
 * Lord Byron
 * Mera
 * King Shark (Nanaue)
 * Nina Dobrev
 * Poison Ivy's Aunt
 * Pearls
 * Princess
 * Robert California
 * Catwoman (Selina Kyle)
 * Hawkgirl (Shayera Hall)
 * Shrek
 * Steve Trevor
 * Tabitha
 * Killer Croc (Waylon Jones)
 * Wendy Brown
 * Zatanna (Zantanna Zatara)
 * Zendaya

Teams and Organizations

 * Arkham Asylum
 * Blackgate Penitentiary
 * Daily Planet
 * Ding Dong Dogs
 * Etrigan's Oceans of Potions & Lotions
 * F Train
 * Gotham Amphitheater
 * Harley Quinn's Crew
 * House of El
 * Legion of Doom
 * LexCorp
 * Luxor Oil
 * Mama Macaroni
 * Monarch Theater
 * Wayne Enterprises

Events

 * Great Depression
 * Republican National Convention
 * BAFTA
 * Emmy Awards
 * Valentine's Day Apocalypse

Species

 * Amazons
 * Amazon-Olympian Hybrids
 * Atlanteans
 * Cats
 * Demons
 * Homo Magis
 * Humans
 * Human-Thanagarian Hybrids
 * Kryptonians
 * Metahumans
 * New Gods

Objects and Concepts

 * Aegis Shield
 * Aquaman Suit
 * Bane Suit
 * Bracelets of Submission
 * Cameo
 * Captain Boomerang Suit
 * Captain Boomerang's Boomerangs
 * Catwoman Suit
 * Clock King Suit
 * Dexter
 * EXonLove
 * Golden Glider Suit
 * Harley Quinn Suit
 * HBO Max
 * Kite Man Suit
 * La-Zeat-Balls
 * Lasso of Truth
 * Magic
 * Hellfire
 * Sex Spell
 * Mera's Suit
 * Nth Metal
 * Hawkgirl Suit
 * Hawkman Suit
 * Oculus of the Argo
 * Riddler Suit
 * Shrek
 * Shrek 2
 * Shrek 3
 * So, we'll go no more a roving
 * Superman Suit
 * Sword of Athena
 * Ted Lasso
 * The Flash Suit
 * The Office
 * The Vampire Diaries
 * Under the Tuscan Sun
 * Venom
 * WayneFace
 * Wonder Woman Armor
 * Zatanna Suit

Locations

 * Apokolips
 * Hell
 * Undesignated Universe
 * Earth
 * Atlantis
 * Egypt
 * Great Britain
 * London
 * Italy
 * Tuscany
 * North America
 * United States of America
 * Blüdhaven
 * Diana Prince's Apartment
 * Metropolis
 * Daily Planet Building
 * LexCorp Building
 * City Hall
 * New New Gotham
 * Arkham Asylum
 * Bethany's House
 * Blackgate Penitentiary
 * Catwoman's Penthouse
 * Crime Alley
 * Ding Dong Dogs
 * Etrigan's Oceans of Potions & Lotions
 * Gotham Amphitheater
 * Gotham Stadium
 * Hall of Doom
 * Karlo Residence
 * Mama Macaroni
 * Monarch Theater
 * Robinson Park
 * Wayne Tower
 * New Jersey
 * Hoboken
 * Tallahassee
 * Themyscira
 * Xebel
 * Mars
 * Venus