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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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the act of sitting backwards on a toilet and defecating. this is done so that the poop will get stuck on the side of the bowl, not falling into the water. if done properly (much harder than it sounds) the poop will remain even after a flush. this is done to people/places you dont like (eg school) usually by teenage boys.
Yeah, he flagpoled in the school toilets

oh man, i tried flagpoling my own toilet but it didnt work. its so hard!
by Dread Pyrate Bonney April 29, 2005
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An erection that sticks out really far. Sometimes has observers to it.
I was swimmig under water with goggles and saw this guy with a huge flagpole.
by MarKatWil July 28, 2008
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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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Come on dear! climb on top the flagpole tonight!
by 70's guy March 29, 2006
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