Taking a flagpole and ripping the flag off and shoving it in the females mouth while the male shoves the flagpole in the females dilated vagina while the male also continues to shove his penis in the females anus while singing the national anthem
I really enjoyed the flagpole with G-MA last night
by Nigga Stacey January 3, 2014
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Flagpoleing a sex position where the woman is on your d*ck or flagpole and she is the flag and she waves like flag.
Bill: good night?
John: yeah she was great.
Bill: you bang her?
John: we were flagpoleing
by hercumungous August 1, 2014
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Allowing your boner to stand straight up, making it visible to all who are around.
Girl 1: "I think he's into you"
Girl 2: "Why?"
Girl 1: "Because he was flagpoling during your entire conversation."
by Jerry C. August 16, 2011
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typically before a blowjob; when a girl is kneeling in front of a guy she’s about to dome, and he smacks his dick both ways across her face, back and forth, by twisting his hips side to side.
guy 1: bro, she let me flagpole and then i facefucked her so hard.

guy 2: dude, that’s so sick. i wish my girl would let me do that.
by trevdaddy11 September 7, 2019
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The classic place for two opponents to meet for a fight.
1. "Meet me at the flagpole, 3 o'clock. We'll work out our difficulties."

2. "Excuse me, I have an appointment at the flagpole."
by Berzerkley April 21, 2008
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Come on dear! climb on top the flagpole tonight!
by 70's guy March 29, 2006
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Leaving the country solely for the purpose of re-entering so that you can activate a new immigration document.
ROB: I got approved for a new work permit for my specialized burger flipping job at McDonalds. I'm flagpoling tomorrow at the Niagara Falls border crossing.
JOE: What a joke. I'll show you where you can stick your flagpole.
by Werdly Smith November 2, 2011
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