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How to Play: Longest Drive

Big swing, big risk, big reward.

Looking to flex that driver and put pressure on your buddies? “Longest Drive” is the perfect side game to turn a basic tee shot into a cash-grabbing power move.


Step 1: Grip It and Rip It

Everyone tees off with their Gamblin’ Golf ball. No holding back—this is where the big dogs bark. Just keep it in bounds (yeah, that still matters).


Step 2: Find the Longest

Once all the balls are downrange, figure out who’s furthest in play. OB and lost balls don’t count—this ain’t a driving range flex.


Step 3: Losers Pay the King

Every player who didn’t hit the longest drive owes the winner whatever dollar amount is face-up on their ball. Doesn’t matter if you barely lost—it still costs you.


Wanna Turn It Up?

  • Add a penalty for out-of-bounds or bunkers.

  • Make it winner-takes-all and makes the rules for the next hole.

  • Loser with the shortest drive buys drinks.


The tee box just got a whole lot more interesting.
So next time you pull out your driver, remember—you're not just swinging for position. You’re swinging for the pot.

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