Race him in Candy`s Requests, level 3, mission 24.
Complete all of Candy's Challenges.
Complete Sapphire Cup on Rookie.
Complete Platinum Cup on Pro.
Complete Diamond on Rookie.
Complete Sapphire Cup on Rookie.
Race him in Candy`s Requests, level 4, mission 31.
To unlock Klump, complete the second level of the sixteenth mission.
Complete Topaz on Rookie.
Complete Diamond Cup on Rookie.
Complete Topaz Cup on Rookie.
Complete Diamond Cup on Rookie.
Complete Saphire on Rookie.
Complete Sapphire Cup on Rookie.
Generally, when you're unlocking characters (by playing a "cup" challenge), you can predict the type of character you will unlock. If you play as a "Kong" character (like Donkey Kong or Diddy Kong), you will unlock a like type character, while if you play as a Kremling (like Kritter or Kip), you will unlock a character similar to them.
Finish the mission in level 4 challenges where you must help Wrinkly Kong win the race.
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