Brooksey boy, n. — Green’s Dictionary of Slang

Brooksey boy n.

[NY up-market clothier Brooks Brothers]

(US) a smart dresser.

1922		Appleton Post-Crescent (WI) 29 Apr. 7/2: Flapper Dictionary brooksey boy – A good dresser.
1922		Oakland Trib. 13 Apr. 1/2: ‘You’ll be the Broosky [sic] boy with the wrinkle when you back that cart up to the home dump!