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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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2
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 02, 2011
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3
having anal intercourse with a female looking like you are hanging her from your "flagpole"
Me: So how did it go with that girl you hooked up with man?
Peifer: Dude i was totally flagpoling her man
Me: well you might as well be gay right, i mean an asshole is an asshole right?
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5
An act of workout positions where the person stands up straight with another person hanging off of their side. Completely straight which leaves in extremely excruciating pain but is extremely good for the core.
Dude I'm so sore after flagpoling but I feel so much better.
by dfhusdfidfjsifjcvnc July 26, 2017
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