Paddywhack is a ancient supernatural demonic entity who inhabits a haunted jack-in-the-box. Although he is capable of possessing inanimate objects and imbuing them with his will, he can and will sometimes appear in his true form, which is a very tall, thin duck with long legs and sharp teeth, wearing a black and white leotard with a ruffled collar. Paddywhack feeds off of negative emotions and always exhorts others to "Please play with me!", enticing them to join him in his various acts of mayhem.
At some point, Paddywhack became trapped in his jack-in-the-box which, was unknowingly put on display at a toy exhibit in a St. Canard museum. Quackerjack robbed the exhibit, stealing the box, but ultimately decided it was worthless and threw it aside, thus releasing Paddywhack. The evil spirit possessed Quackerjack's doll, Mr. Banana Brain, and proceeded to run rampant throughout St. Canard, causing mischief.
He was eventually stopped by Darkwing Duck, who, with Quackerjack's help, used positive emotions to weaken Paddywhack and re-imprison him inside of the jack-in-the-box, which Darkwing then threw into the Audubon Bay. However, a large fish swallowed the box, and Paddywhack, escaping once again, and possessed the fish.
Darkwing Duck comics
Paddywhack appears in Boom Comic's Darkwing Duck at the end of issue #7: "Crisis on Infinite Darkwings, Part Three," and is featured as the main villain is issue #8: "Crisis on Infinite Darkwings, Part Four," where he takes advantage of all of Negaduck's rage and hatred. He possessed NegaDuck to become a giant hybrid of the two, attempting to cause chaos and misery over St. Canard. He was eventually defeated by Darkwing using the tron splitter on Nega-Paddy-Whatever, and then by ll the postive feelings from the multiverse of Darkwing's love for Gosalyn, empowering Morgana's positive magic to once again entrap him inside his jack-in-the-box.