Silly: Link contest. Person with the best combinations of item links (i.e.: PotSmoker) wins
High Level: Person with the most fizzles before successfully casting a spell is the winner (one contestant at a time helps, this benefits those with high level spells with low skills)
Probably won't work: Give a specific item to a mob (tell them what or let them figure it out), and let the contestants to get the item themselves. You can't restrict who participates, and it could be killed by a guard depending on where you go, but something like toxxulia or dragnor's cauldron would likley be out-of-the-way enough.
Drunk races: Dispel each contestant and require they consume a specific # of alcoholic beverages (in-game obviously). Racing across kelethin could be entertaining, but has faction issues.
Not a contest: Charm a mob, give it a proccing weapon, buff it with haste, damage shield, and regen, then zone and see if you get petitioned.
Trivia is fail.
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