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Flagpole Syndrome

What happens to a penis-havers' brain after said penis has been accepted and allowed inside another person (orifice doesn't matter). The penis-haver then feels that they have rights and privileges to criticize various things about the penis-receiver opinions and life-choices.

Also, can describe any man that is hopelessly unable to stop mansplaining even after they've been spoken to repeatedly and at length, even with reciprocated understanding, to cease that kind of bullshit.
Sarah was having a pretty good day even with constant line of customers, until this one guy with apparent Flagpole Syndrome came in and told her how the espresso machine worked. She was rightly frustrated because Sarah has been a barista for the entire 6 years she has owned the coffee shop - especially because she used to date the guy.
by KrampyDoo April 19, 2017
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Flagpole sit-up

The act of attempting to suck ones own penis.
Steve was so embarrassed when his wife walked in on his attempt to do a flagpole sit-up.
by Ernie Shansen August 20, 2017
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flagpole sitter

When a man or woman intentionally or unintentially sits on top of a penis. Also, when a Davo sits on top of a Pumster.
Wow, he's got that flagpole all the way up bobby evans' anus! That old skool nigga's one flagpole sitter!
by HugeBreasticle February 20, 2005
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Flagpole wedgie

First you find your nerd. Then you grab their underwear, lift them, and take them to the flagpole. Once there tie the flagpole rope through the underwear leg holes and lift to the top. This is the best to make them suffer
So as a proud bully I have hung many a nerd by their underwear There are two stories though that are my favorite

The first was a nerd named Devon. You see Devon was a nerd that literally no one cares about. So one day of my senior year I decided to offer him a ride back to his home. He accepted and the second that he got in I shoved a used jock strap in his face. The smell knocked him out. I drove him over to this abandoned summer camp my parents bought for me to own and possibly renovate (never). I stripped him to his tighty whities and gave him the flagpole wedgie. He cried like a bitch and since that day, every day, I go back to feed him. His underwear is his bathroom so it is bad. Yes he’s still hanging. There’s still a missing persons case out for him. These extra strength briefs are the best! Hahahaha
The second was Willy. On my freshman year I wanted to prove I was cool so I took this nerdy senior and gave him a flagpole wedgie. Sadly his underwear was weak. He ripped and fell 20 feet down.. poor Willy..
by Bullybro March 11, 2018
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flagpole sitter

Someone who sits on top of a flag pole.
by TimTam February 29, 2004
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Flagpole Sitter

When a man/woman shoves his/her arm up their partner's asshole.
"My girl said she wanted to try something new to spice up our relationship, so I gave her the old flagpole sitter.
by coochieman69 May 2, 2010
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flagpole adventure

The act o hiding a boner by flipping it skyward and tightening your belt to hide it. With the tension on your cock you pull back and have a male or female shit in between your cock and lower stomach and let go of your rager and watch the feces splatter across your body and have your partner lick it off of you.
Hilary Clinton gives nasty flagpole adventures... you heard me.
by porkhammer117 September 3, 2009
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