He's never seen smiling (only smiled in the anime), although it's heavily implied he has a soft spot for cute things. After Kyōka makes a cute face, he hires her on the spot. It's also been shown that he loves cats to the point where he keeps treats for them in the sleeves of his yukata.
(From Bungostraydogs Wiki)
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Canon Bungou Stray Dogs Facts
FanfictionJust some canon facts about our favourite Bungou Stray Dogs Characters. Note: Bungou Stray Dogs is not mine. It belongs to the writer Kafka Asagiri and the Illustrator Sango Harukawa. I did not make these facts up. These facts come from the Manga, A...