In that entire interaction, both the double page spread where they were introduced and when their bounties were shown... it was always "First Doflamingo and then Kuma".
He got infected with a severe case of bigmomitis. Jokes apart he may think he still doesn't need it, at the end of the day he's still untouched thanks to his regen.
He has little to no pain tolerance, which can be attributed to him not having great durability as he generally avoids getting hit. People with good durability generally take hits well even if they have less pain tolerance.
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