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The Gamester was a very mysterious person who put glowie Presents throughout the Rogue Isles and Paragon City during the Winter Event 2005. He was replaced by Father Time in later Winter Events, who placed different presents.

Upon opening a present, there was a 50/50 chance that the player could get Naughty, spawning a small group of Winter Horde, or Nice, giving a present Inspiration. Players were awarded with the Toy Collector Badge for opening 200 presents.