Toons who reached 115 laff received the 2019 Winter Laff-o-lympics Gold Medal shirt and an exclusive ' Frostbite' name tag.Toons who reached 100 laff received the 2019 Winter Laff-o-lympics Silver Medal shirt and an exclusive SpeedChat phrase.Toons who reached 50 laff received the 2019 Winter Laff-o-lympics Bronze Medal shirt and 3,000 jellybeans.To join Team Milk & Cookies, players had to create a new dog, rabbit, duck, horse, bear, or pig.

To join Team Hot Cocoa, players had to create a new cat, mouse, monkey, crocodile, or deer. Toons were divided into two teams called 'Team Hot Cocoa' and 'Team Milk & Cookies'. Unlike the 2017 event, the 2019 Laff-o-lympics event underwent a Winter theme. One grand prize winner would receive a poster signed by members of the Toontown Rewritten Team. Toons who reached 115 laff received the Laff-o-lympics Gold Medal shirt and were entered in a drawing to receive one of three real world prize packs consisting of Toontown Rewritten merchandise that were initially offered during ReplayFX 2017.Toons who reached 100 laff received the Laff-o-lympics Silver Medal shirt, along with an exclusive SpeedChat phrase.Toons who reached 50 laff received the Laff-o-lympics Bronze Medal shirt, along with jellybeans and Cartoonival tokens (named 'ToonFest tokens' at the time).To celebrate the arrival of deer and crocodiles, players had to create a new deer or crocodile to participate. The first Laff-o-lympics event occurred on September 1, 2017, and ended on October 9, 2017.

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