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Current event: 2025 Japan Cup
Admire Terra (right) loses the jockey at the start, which is disqualifying, but persists to cross the finish line slightly ahead of the winner Calandagan (left) and runner-up Masquerade Ball (centre).
The jockeys' colours match the horses' capes shown here, so that's why Admire Terra doesn't have one here!

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So apparently, this isn't art of just any Gaboo. This is Oakleyman, an infamous monster from Monster Rancher 2 that can be encountered in Rank E tournaments. This monster is unusually strong for his rank and is a roadblock for breeders very early in their current monster's fighting career. Some breeders even reported their monsters dying right after fighting him.

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Blank_User said in comment #2485519:

So apparently, this isn't art of just any Gaboo. This is Oakleyman, an infamous monster from Monster Rancher 2 that can be encountered in Rank E tournaments. This monster is unusually strong for his rank and is a roadblock for breeders very early in their current monster's fighting career. Some breeders even reported their monsters dying right after fighting him.

Oakleyman the Gaboo from Monster Rancher vs Whitney's Miltank from Pokémon, who's gonna win?