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I ate an orange and shat out a seed! Thanks, Ivy.
— Riddler[src]

The Riddler is a recurring character on the T.V. series Harley Quinn. He has been a member of the Legion of Doom and the Injustice League and later teamed up with Doctor Psycho to take down Harley Quinn and rule Gotham.

Appearance[]

Riddler is a bald, white male with a question mark tattoo on his forehead. He wears a green overcoat with question marks, a black undershirt, and purple suit gloves. He usually carries a green staff shaped like a question mark.

Following the events of the episode "Catwoman" and all the way to "Dye Hard" the constant running in the Hamster Wheel caused him to build up a pronounced muscular physique. To emphasize his new build, Riddler started wearing a green leotard with a question mark on his chest. However, as confirmed in "There's No Ivy in Team", he eventually lost his new physique and went back to his old look.

During Doctor Harleen Quinzel's time working at Arkham Asylum, Riddler had long black hair with bangs parted two-thirds on the left side and one on the right side of his forehead. At that time, he began balding.

Biography[]

Season 1[]

"Til Death Do Us Part"[]

I ate an orange and shat out a seed! Thanks, Ivy.
— Riddler

The Riddler was serving time at Arkham Asylum along with Harley Quinn and Poison Ivy and ridiculed Harley for sounding like a broken record regarding Joker, agreeing with the other villains that he was not coming to get her. He helped aide Poison Ivy's escape by providing her with a seed which she used to grow big plants and break herself, Harley and the Riddler out. To repay his debt for breaking him out, Ivy had Riddler help her set up a trap to show to Harley that the Joker did not love her. The news reported on the Riddler having created a riddle "so funny it makes people's explode", provoking the Joker who claimed to be Gotham City's funniest villain. In response Harley went to Riddler's Lair to kill him.

Riddler
Riddle me this, you two. What is cold but still burns? What will eat you if you drink it? What-
Harley Quinn
Acid.
Batman
It's acid.
Riddler
I am not done. What is.. Wait, did I say that thing about cold but still burns?
Batman
Yes.
Harley Quinn
Right.
Riddler
No!
Harley Quinn
Because it's acid.
Riddler
No! Okay, it's acid. I'm dropping you in a pool of acid.
— The riddles fall flat
Choose

"Choose one to live and one to die, and in the acid the loser will fry"

When both Harley and Batman arrived, the Riddler captured them both and suspended them in containers over pits of acid. The Riddler called Joker over and told him he needed to choose which to live and which to fall into acid. Unsurprisingly, the Joker chose to save Batman, not wanting to give Riddler the credit of killing Batman. After Harley was saved from the "acid" (which turned out to just be margarita mix) Riddler made sure that he and Ivy were square. When Ivy complained to Harley about the difficulty of finding 150 gallons of the margarita mix to which the Riddler said he had told her to get a Costco card.

"The Line"[]

The Riddler showed up at Martha's Bruce Steakhouse, claiming to be hungry. Despite not having a reservation he was immediately given a table.

"L.O.D.R.S.V.P."[]

Riddler applauding

The Riddler applauding Harley's victory

The Riddler was present at the Legion of Doom's prospective member night when Harley Quinn and KGBeast were nominated against each other to join the Legion of Doom. He was seen mingling with Man-Bat and later The Penguin. He applauded after Harley defeated Aquaman who had crashed the party and later when she was announced as the winner and new member of the Legion of Doom.

"A Seat at the Table"[]

The Riddler was present when Harley was officially welcomed into the Legion of Doom.

"Harley Quinn Highway"[]

Clayface working for Riddler

Riddler is annoyed by Clayface

After quitting Harley's Crew, Clayface started working as a good for Riddler. Riddler interrupted the broadcasting of a football match, telling the citizens of Gotham that he had hidden a bomb somewhere in the city. When the Riddler started citing his riddle for Batman to find it, Clayface interrupted him, saying the riddle along with him and telling him he was "doing great, boss". He eventually got so annoyed that he just revealed the bomb was at the corn factory and cut the feed. When Harley showed up and asked to borrow Clayface, Riddler told her to take him forever.

Season 2[]

"New Gotham"[]

While terrorizing New Gotham, the Riddler suddenly found his own goons rebelling against him, forcing him to make common cause with the remnants of the Legion of Doom, forming the Injustice League to help them all regain their goons and carve up Gotham for themselves. He agreed with Bane that the need for goons was pressing, saying that "if everyone's a villain, then no one is".

Riddler ice

"Riddle me this. Who's the biggest fool of all? You! For wasting your only chance to rule Gotham."

At the first Injustice League meeting with Harley, the Riddler mocked her as the reason why they banded together. He mocked Bane's complaints about being in a folding chair, saying that it was a joke at his expense. He also mocked Harley herself, saying that she would receive the "bad part" of new New Gotham once divided into territories. Harley rejected the idea, and so Mister Freeze froze her into a block of ice. The Riddler and the rest of the Injustice League argue to kill Harley at this point, but Mister Freeze convinces them to keep Harley as a trophy instead, sparing her life, so the Riddler simply mocks Harley within her ice block instead.

"Riddler U"[]

Dean Riddler

Dean Riddler

With the Injustice League now ruling the city, the Riddler took over the local university, turning it into Riddler University. He aired commercials for his university on screens overlooking the city, capitalizing that the university was the only place in Gotham that still had intact power and running water. He made announcements over the speaker systems at the university with the riddle "what is priceless but still costs 60k a year", with the students all replying "Riddler U. It's better than Harvard" in unison. He had cameras set up to monitor all his students, and when any of them rose up against him, he had his goons take them.

As Harley Quinn and Poison Ivy went undercover as students to infiltrate the University, they teamed up with student Barbara Gordon who shared her theory that people are going missing at a particular fraternity. At the party, Harley and Ivy follow Riddler into a secret VIP area and are shocked to discover that the Riddler is forcing college students to run on human hamster wheels to power the university. The Riddler himself then arrives, intent on capturing them for his hamster wheels, and reveals that he knew well in advance that they were Harley Quinn and Poison Ivy, picking it up from their outdated clothes and Harley's pig-tails. He threatens them with his "riddle stick", and although they laugh at him, he uses it to unleash an electrical discharge that easily knocks them both out, resulting in their capture.

Riddle me this

Riddler on his own hamster wheel

Riddler then forced them to run in his machine but Barbara Gordon then arrived to save them. Riddler ordered one of his goon to kill her but she dispatches him, slightly impressing the Riddler. He sent then called out more guards to take her on and ridiculed her when she picked up the dead goon's gun, asking if she was going to shoot them all. She instead aimed at the power-switched but missed and threw her gun at the Riddler which knocked him into it, causing him to be electrocuted and the generator to fail. Harley and Ivy then took the Riddler back to Gotham Mall, putting him on a hamster wheel of his own to give them power.

"Catwoman"[]

Whilst running on his hamster wheel, the Riddler spots Doctor Psycho wheeling a load of biscuits for Harley's hyenas, asking him to toss him one so he can "carbo-load". When he refuses, the Riddler starts teasing him, especially when he claims he should have been invited to the Injustice League and been given a piece of the city. The Riddler continues to ridicule him until he gets so provoked he attempts to mind-control him. And when he is unable to do that, he starts using his telekinesis to throw various lotions and body products at the Riddler who only laughs at his antics.

It's a wasteland out there. In here, I get three squares, plenty of cardio. I am in the best shape of my life, plus, there's free entertainment, watching you idiots fail to accomplish even the simplest of tasks. I'll escape when I'm good and ready.
— The Riddler
Riddler takes control

The tables have turned

The Riddler uses the lotions to slip out of his restraints and flee. He leaves a written riddle, again making fun of Doctor Psycho and teasing his whereabouts. Doctor Psycho organizes a search for him around the mall but the Riddler continues to taunt him from his hiding place, even getting a walkie-talkie and hijacking their conversation. After accidentally being tranquilized by Sy Borgman, Doctor Psycho is captured by the Riddler who puts him in his place in the hamster wheel. However, when the rest of the crew eventually finds them, the Riddler surrenders, having grown to enjoy his place as a prisoner, and releases Psycho, reclaiming his place on the wheel.

"All the Best Inmates Have Daddy Issues"[]

Riddler
Riddle me this. Who's in over her head and should've majored in communication?
Doctor Quinzel
Jokes on you. That was my minor.
Riddler
The joke was on me.
— Harleen and Riddler banter
Past Riddler

Harley recounts her first day working as a psychiatrist at Arkham Asylum, showing the Riddler trying to discourage her whilst he was brushing his then long, black hair in his cell. Although she is unfaced by his comments and even banters back. As Harleen walks away, the Riddler realizes that he is starting to lose his hair. Later, he made a bet with Poison Ivy about whether the Joker would kill her or not with the Riddler winning, having bet 20 dollars that she would survive.

"Dye Hard"[]

The Riddler teamed up with Doctor Psycho who quit Harley's crew and helped him escape the mall. Riddler and Psycho then staged a hostage situation at Wayne Tower as a distraction while the Riddler snuck in and stole a telepathic amplifier helmet for Psycho. While in the process of stealing it, he ran into Harley who had visited the bar and was hand-cuffed to the now-sane Joker. Not interested in his ramblings about how he escaped, Harley only questioned how he ended up becoming so buff, which he attributed to running on the hamster wheel. He nearly recognized the Joker, so Harley frantically denied it, swiftly leaving the area as Riddler was shooting at them with his staff.

Harley vs Riddler

Harley's kick is stopped by Riddler's muscles

Later, at the roof of Wayne Tower, Riddler confronted Harley and her crew, giving the helmet to Psycho and thereby revealing their new partnership. Although Clayface mistakenly first assumed they were dating. Psycho used the helmet to assume command of the entire Parademon army that was running loose in Gotham. A fight ensued and Riddler engaged in hand-to-hand combat with Harley. With Harley and her crew initially holding the upper hand, Doctor Psycho created an impenetrable telekinetic barrier around Wayne Tower, then took command of Clayface and King Shark, giving Harley no choice but to flee, getting through the barrier with the help of Sy Borgman.

"A Fight Worth Fighting For"[]

Riddler and Doctor Psycho had taken over the Gotham Mall as their base where Psycho commanded the Parademons to take over all of Gotham, slaughtering their way through the remaining inhabitants. Meanwhile, Riddler wondered what the plan was, so Doctor Psycho told him to call Darkseid - but naturally, the Riddler remarked that he didn't have an "inter-dimensional data plan", so Doctor Psycho had to call himself. When Doctor Psycho was unable to convince Darkseid to help him conquer the world Riddler quickly came over and advises him that "87% of apocalyptian business transactions are fueled by revenge", at which point Doctor Psycho read his mind, which Riddler remarked was creepy and then offered Darkseid Harley's head in exchange for control of planet Earth. Psycho then sent his Parademons to capture Harley, although he briefly got distracted by the Riddler's massive calves at which point Riddler starts flexing them.

"Lovers' Quarrel"[]

Doctor Psycho
If you wanna go, go. But don't show up tomorrow when this is over and still expect me to let you rule Scandinavia. I know you got a type.
Riddler
Fine, fine, I'll stay. Oh it's just so pretty there. Everything looks like a fairytale.

Riddler urged Doctor Psycho to use his powers on the captured King Shark and watched in glee as he forced him to reveal his most embarrassing memory. Suddenly, Darkseid appeared before them as a hologram to inquire about Psycho's mission. While he was expressing how well it was going, Riddler drew his attention to the TV showing the Justice League were fighting the Parademons off and heading for them although Doctor Psycho confidently announced a change of plan, deploying his mind-controlled former teammates to fight for them. Later, as they watched the fight on the news, Riddler expressed doubt that they would come out on top but Psycho dismissed him.

With the heroes eventually taken care of, Doctor Psycho had Poison Ivy bring Harley to him at the Gotham Mall. He and Riddler then began to celebrate until Darkseid suddenly appeared before them, demanding Harley Quinn's head. As Poison Ivy finally arrived with Harley, Doctor Psycho forced them to fight to the death in front of them. They watched the fight until Harley, as a last resort to get through to Ivy, reached up and kissed her, which aroused Doctor Psycho and made him loose focus on his mind-control. The Riddler, annoyed at his boyish behavior, managed to snap him out of it but by then Harley had already put the anti-mind control device in Ivy's ear and together they defeated Doctor Psycho.

"Something Borrowed, Something Green"[]

The Riddler was taken back to Arkham Asylum where he spent his time flexing his muscles in his cell.

Season 3[]

"There's No Ivy in Team"[]

Riddler escape room

Now free of Arkham and back to his normal self, Riddler created a deadly escape room where if the participants failed to solve the puzzles, they would die although if they succeeded they would get a group photo and personalized mug (limited to 11 characters). He appeared in a prerecorded video explaining the rules when Harley's Crew and the Bat Family had both come to work on their team work, having seen the catchy commercial and believing it to be a normal escape room. He appeared in video again when Nightwing and Poison Ivy got trapped in a room together, revealing a check-playing robot and saying then only way out was through a check-mate, which they eventually discovered meant they were supposed to loose. After Batman solved the final puzzle, he appeared in one last recording, begrudgingly gratulating them.

"The 83rd Annual Villy Awards"[]

The Riddler and Clock King

Riddler and Clock King

Riddler and his boyfriend Clock King were nominated as "Best Couple" at that year's Villy Awards. They arrived at the red carpet and were interviewed by Tawny Young who congratulated them on the nomination and noted that they were some of Gotham's first openly gay villains. Riddler remarked that the hardest riddle he ever solved was his own sexuality but that he figured it out right in time. After some flirting, the pair went in for a kiss but struggled briefly due to Clock King's clock head.

Later, at the awards, the pair were approached by Harley Quinn who herself was nominated in the same category with her girlfriend Poison Ivy. As Harley began to revel in how great it would be when she won, Clock King showed of a picture of him and Riddler with the head of the Gotham Forum Press, that were presenting the Awards, after having gifted him a dog as a way of lobbying for their win. After commenting on the importance of campaigning for the win ahead of these awards, Harley swiftly left them to try and sway the win in her favor.

The pair watched uncomfortably from their table when Catwoman was awarded the "Joe Chill Honorary Award" and used her acceptance speech to criticize the Villys for overlooking black villains' accomplishments. Later, Clock King was devastated when it was revealed that Harley and Ivy had won the "Best Couple" award and began crying, blaming his clock head for their failure to win but Riddler began reassure him that he was loved and accepted. The pair reaffirmed their love for each other and attempted to kiss, although were again disrupted by Clock King's head and Riddler noted that they needed to work on their kissing.

"The Horse and the Sparrow"[]

Riddler and Clock King appeared at the premiere of the Thomas Wayne biopic, A Hard Wayne's Gonna Fall at the Monarch Theater.

"Harley Quinn: A Very Problematic Valentine's Day Special"[]

Riddler proposes to Clock King

Riddler proposes

On Valentine's Day, the Riddler proposes to Clock King in the middle of Gotham by making the billboards around them spell out the message of "Clock King will you marry me?" and getting down on one knee. Later, at the Hall of Doom he runs into Bane who has heard from Clock King that the couple are attending a painting and wine-drinking event that evening. Riddler states he'll suffer through it for Clock King's sake and rebuts Bane's request to came along after listening to his lengthy complaints about not having someone to spend the day with.

Season 4[]

"Gotham's Hottest Hotties"[]

Wanting to use her villain connections to solve a murder case as the newest Bat Family member, Harley called up the Riddler but only reached his voicemail which required that the caller solved a series of riddles in order to leave a message. Harley quickly hung up the phone.

"The Most Culturally Impactful Film Franchise of All Time"[]

He was briefly seen as one of the frozen people kept as trophies by the middle-aged Robin when Harley and Ivy travelled 25 years in the future when the world had turned into a post-apocalyptic wasteland.

"Potato-Based Cloning Incident"[]

Ivy with Riddler and Clock King

It was revealed that Riddler and Clock King had gotten married as they spent their honeymoon on Tulum. As members on the LexCorp board, they were joined on the beach by Poison Ivy who convinced them to join her in voting off Lex as CEO of LexCorp in order to gain control and shut down his "Earth Saver" which was currently blocking out the sun by thickening the ozone layer. She argued that without the sun they would not able to get a tan and no one would know where they'd been honeymooning. Convinced, they both later voted against Lex in the board room where Ivy had managed to sway enough people to vote him off, finally shutting down the Earth Saver.

Powers & Abilities[]

Powers[]

  • Indomitable Will: Riddler is immune to Doctor Psycho's telepathic attacks.

Abilities[]

  • Genius-level Intellect
    • Master Tactician
    • Psychological Manipulation: The Riddler has been shown to be an expert at psychologically manipulating those around him, the most infamous of example of which being Doctor Psycho. Seeing that he was constantly being belittled and used to do menial tasks by the rest of his crew, Riddler was able to subtly chip away at Psycho's ego and insecurities to the point where he was able to manipulate him into betraying his own team and enter a criminal partnership with him.
    • Engineering
    • Computer Operation
  • Peak Human Condition
  • Hand to Hand Combat (Basic)

Episode Appearances[]

Season 1

Season 2

Season 3

Special

Season 4

Trivia[]

  • Harley_Quinn_Official_Soundtrack_-_Riddle_Me_This_-_Jefferson_Friedman_-_WaterTower

    Harley Quinn Official Soundtrack - Riddle Me This - Jefferson Friedman - WaterTower

    The Riddler's Theme

    The Riddler has his own theme which can be heard whenever he appears on the screen.
  • This version of the Riddler is dark-haired, as opposed to the modern rendition of the character as a redhead. During the Silver Age of Comics, Riddler was initially dark-haired, but during the Bronze Age of Comics, his hair was changed to red.
    • This is also the fourth incarnation of the Riddler to wear his hair long. The first time was in the movie Batman Forever, wherein Jim Carrey's character initially had shoulder length hair before cutting down to a buzz-cut while adopting the Riddler persona. The second version was in the animated series The Batman, wherein the Riddler had hair reaching his mid-back. The third version was in the fifth season of Gotham where his hair became overgrown during No Man's Land.
  • As stated by Tawny Young in "The 83rd Annual Villy Awards", Riddler and his husband, Clock King, were some of Gotham's first openly gay supervillains.

Gallery[]

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