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Sidney is one of the secondary antagonists in Where's Waldo? episode "Draining the Deep". Sidney is the octopus pirate and an associate of Pegbeard.

Biography[]

Sidney helped Captain Pegbeard steal the great sea plug in order to drain the sea and get all the treasures that have sunk to the bottom. He does not take kindly to Odlaw and enjoys firing him out of a canon.

After Pegbeard's crew attempts to attack Waldo and Woof, Sidney is given the 1957 Mickey Mantle bubblegum card by Waldo, which he redeems to befriend Waldo and turn against the pirates instead. Sidney also grabs Odlaw to prevent him from stealing Waldo's magic walking stick.

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1987 series
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