Quoted By:
Mike Quackenbush is super vain, to the point of being absurdly jealous of other men who are more handsome than he is, especially when it comes to faces.
His vanity issues are so warped, that Mike engages in a psycho-sexual ritual of, whenever he encounters/books/trains a wrestler who is more handsome than him, has a prettier face, of explicitly forcing them to wear a mask. Both to dehumanize them by rendering them faceless blanks, but also as a means of holding power over them by denying them their faces and ensuring as a result, Mike's status as the most handsome man in Chikara and as such, able to get all of the women.
Pic related; example of one of Quack's psychosexual subs masked and anonymous for Quack's pleasure.