pippin-squire, n. — Green’s Dictionary of Slang

pippin-squire n.

[play on apple squire under apple n.¹; i.e. SE pippin, used in the names of various types of apple]

a pimp.

1607		Rowlands Humours Ordinarie D: Others iudge his state to be no higher, Then a Dogges yeoman, or some Pippin Squier.
1630		J. Taylor ‘The Sculler’ Works IV 23: Lord, who would take him for a pippin Squire, That’s so bedaubed with lace and rich attire?