A fork of Rural Dictionary
Sympathy for pimps and/or the pimpin' lifestyle.
Big Daddy Kane's dictum, "Pimpin' ain't easy," was a clarion call for pimpathy from the masses, who generally tended to focus on the more glamorous aspects of the profession.
Pimping, or gaining girls' attention through the art of gaining sympathy.
-My dog just died, can I have your number.
-Oh of course you can
-Haha classic pimpathy