one of the funniest movies of all time. Based on the caddies at Bushwood country Club. stars Chevy Chase, Rodney Dangerfield, Bill Murray, and the gopher.
by clark January 30, 2005
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To throw a candy bar into a body of water (most often a pool) to convince people it is poop.
"Hey man, I totally caddy shacked the swim teams pool, they had to drain it!"
by ouiv April 29, 2019
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When you dress up like a golfer and have "golf themed" anal sex while watching golf on television.
If your lover, mistress, partner, or friend is an avid fan of the sport of golf it is suggested that you incorporate Caddy Shacking into the act of watching golf on television. Caddy Shacking is an anal sex party game, where you must announce the events that are occurring on TV while having anal sex.

Recipient: I need to pull the pin (butt-plug) out before you try to sink the putt.
Giver: I need to line up this putt so I can get a good, long, and a solid stroke.
by Cocktavious Vagsquirten October 16, 2011
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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
by giggles mglongdong November 22, 2011
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