Definitions by giggles mglongdong

caddy shacking 

The act of lining a golf ball up to your sexual partners vagina or anus, then smashing it in with a gold club, usually a 9-iron.

Hey bro, can I borrow your 9-iron, me and my girl are gonna try caddy shacking

caddy shacking by giggles mglongdong November 21, 2011