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Penguin

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Real Identity: Oswald Cobblepot
Affiliations: Winged Warriors
Appearances: Real Boy Adventures, The Titans Show, The Streak: Pt 2, The Inner Beauty of a Cactus, TV Knight 2, Justice League's Next Top Talent Idol Star: Pt 2, The Academy, Mo' Money Mo' Problems, Bat Scouts, Egg Hunt, Bumgorf, The Great Holiday Escape, TV Knight 8, A Stickier Situation, Stickiest Situation, Teen Titans and the Easter Factory, and Winged Warriors
Powers/Skills: Organized Crime
Voiced By: Tara Strong, Scott Menville (TV Knight 8), and Khary Payton (A Stickier Situation and Winged Warriors)

The Penguin is one of Batman's main enemies. Crudely resembling a penguin, he is armed with trick umbrellas that conceal deadly weapons and is a force in organized crime. He was seen in Jump City when Robin and Cyborg sang their Real Boy Adventure song. Penguin, Killer Croc, and Catwoman attacked the Titans outside a Burger Bear after mistaking Starfire's warning for zoo animals. Joker and Penguin were invited to Batman and Commissioner Gordon's slumber party without Alfred Pennyworth's knowledge. Some time into the night, Batman let them in from the Batcave's window. The Penguin fell and made a noise. They quickly hid in Batman and Gordon's sleeping bags and were undetected by Pennyworth. They later played the shaving cream prank on Gordon and laughed at his impression of Two-Face. Pennyworth caught them red-handed. Joker and Penguin met up with them on the roof of police headquarters with a giant umbrella and coffee after it started raining. Penguin attended the first annual Teen Titan Awards.

An opulent fireworks display set off by Cyborg caught the attention of Catwoman, Penguin, Joker, Poison Ivy, and Riddler. They raided the manor and looted everything. Penguin naturally took the fish in the oven then stripped Cyborg of his gold armor. The Titans were no match for them. Penguin fired off a pellet from his umbrella. Cyborg laughed at it and was blown up. Alfred Pennyworth returned to the manor and made short work of the villains. He held out his fist while he drank tea with his other hand. Penguin ran right into the fist. One day, Penguin and Bane lifted weights in the Arkham Asylum outdoor recreation yard. Raven teleported herself, Beast Boy, Cyborg, and Starfire through a portal underneath the weight bench used by them. They believed they were helping Robin earn his last Bat Scouts badge by having to catch criminals and satisfying their interest in fighting Batman's enemies by releasing several from Arkham. Bane and Penguin shoved a car around. Beast Boy used gritty acting and talked like Batman. Intimidated, Penguin jumped into Catwoman's arms and they ran away but tripped on Joker's arm and knocked themselves out on a light pole. Raven teleported them all back to Arkham.

During an Easter egg hunt to solve Robin's unfinished one, many villains were carelessly released so the Titans could search the Arkham Asylum cell for clues. Penguin was one let out. Cyborg searched his cell. He opened an umbrella and rubber duckies fell out. He opened another and a flame shot out. He opened another and it blew up on him. He told the Titans he found nothing. In Raven's story about why Silkie was missing, she envisioned Silkie and the Penguin running against each other for governor. Silkie's platform was to pass a law that would make it mandatory for birds to wear a diaper. Penguin advocated for the birds' right to poop anywhere. Silkie's message was more powerful and Silkie became the new governor. During Christmas, Penguin was at the Jump City Prison when the Titans broke Santa Claus out.

Howdy was befriended by Penguin in the Jump City sewers and offered a fish to eat. Sticky Joe arrived in search of his pet. Howdy was happy to see him but ran back behind Penguin when Joe produced his nail clippers to clip Howdy's long claws. Penguin brandished his blade umbrella. Joe grabbed an umbrella from Penguin's collection. It happened to be the electric jellyfish one and upon impact, Penguin was zapped. He grabbed a Sith light saber umbrella. Joe grabbed a Jedi light saber one but was knocked off his feet. Joe quickly grabbed another one but it was a saxophone. He started playing smooth jazz and Penguin liked it. Joe then smashed Penguin over the head with the saxophone and tried to run off with Howdy. Penguin, however, used his fishing pole umbrella to snag the back of Joe's jacket. Joe was pulled back but he landed in a pipe. It overloaded and shot him and Howdy out of the sewers on a life raft only to be swallowed whole by an orca whale. Penguin attended Sticky Joe and Sticky Joan's wedding.

Penguin was lured to the Easter Factory with a free tour then imprisoned and forced to lay eggs by the Easter Bunny until the Teen Titans figured out a way to get free by overloading the machines. Penguin was at the Bird Sanctuary amid an emergency. On the walk to the debriefing, Robin saw Penguin and remarked he was a dirty jailbird. Stool Pigeon told Penguin and a fight broke out. Canary ended the fight with a Canary Cry and reminded them about the rule of no ruffling feathers. Robin, Raven, Birdarang, Black Canary, Hawk, Dove, Penguin, and Stool Pigeon went upstairs to the Chicken Coop just as Egghead breached the level. Egghead was confused they thought he was going to destroy the First Nest. Penguin produced his hammer umbrella but Egghead preyed on a bird's natural parental instincts. Penguin sat on Egghead but realized he was sitting on a egg bomb and went flying. Egghead claimed it was self-defense.

Eventually, Egghead won and sat in the First Nest and everyone saw the egg came first and not the chicken. Egghead believed the revelation would bring world peace and an age of enlightenment. The warriors broke free and kicked him out of the nest. His head cracked open and he forgot what came first. They refused to tell him. Egghead called them jerks.