Micky Maguire is a homeless bootblack like Ragged Dick. However, whereas Dick yearns for a better life and ultimately earns one, Micky seems content with his lot in life and actively dislikes ambitious boys like Dick and Fosdick. He calls their ambition “putting on airs.” Micky is also something of a bully and a thug, having been to prison twice for stealing, and having beat up or otherwise intimidated boys in the past who he considered to have put on airs. Micky has little such luck with Dick, however, as Dick’s calm and collected nature enable him to easily outsmart the bully multiple times throughout Ragged Dick.