Hat Hooker 

A hooker that you pay to wear your favorite hats, which then strangely pleases you.

That Hat Hooker put my bowling cap on and I just about jizzed my pants.

Hat Hooker by Tom Jankadewdle June 1, 2011

hard hat hooker 

A recognized prostitute known to have STD's that still works the corner.

A-"Dude! I just got done banging Angie from OBT"
B-"She's a hard hat hooker bro"
A-"Shit, I better get checked out then"

hard hat hooker by Zerracho December 7, 2013