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Lmao, probably post-canon Hunter would go to Darius to check if his outfit isn’t an eyesore whenever he goes on a date with Willow. Each outfit he has would either be straight up cosplay, streetlight colors, punk in a way that isn’t punk, too stiff, or too boring.
Darius would snark about it and spend 1+ hours finding the right outfit for Hunter. Then give him pointers on how to not become a tomato during the date. He’d never complain though, feeling happy Hunter would feel comfortable enough asking him for any sort of help.
(“Dear Titan, he chose to wear a neon polka dot suit. The color scheme didn’t work. At all.”—Darius to Eberwolf over a glass of the Boiling Isles’s version of wine)