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Richard Wellington is older, but he isn't smarter at all.
Just a little bit of context for this story!: In Japan (AA is originally Japanese, as you all know), many young people looking for jobs get befriended abd deceived by older people and, before they know it, are forced to assist in crimes. It's called a "闇バイト" (Dark part-time job).
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The meaning of the title "Sheepskinned", as explained by Baruraba.
"【sheepskin】Originally referring to sheepskin or parchment made from sheepskin. In a broader sense, it refers to the graduation diploma once written on sheepskin parchment, which was commonly used in universities.
【skinned】To remove the skin from. If you strech the meaning and use it in a figurative sense, it means to scold, to take away money or possessions, to quickly flee, to punish, to chase away, to criticize harshly, or to thoroughly defeat."
The reason Richard switches between fonts is meant to show his different speaking patterns! When he uses the normal font everyone else uses, he's trying to be polite (as if he were trying to imitate a certain someone...?), but when he's using his unique font, he's in a state of mania or being himself.
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