flagpole jumping 

using the attached rope of a flag pole to hang on while swinging yourself over an edge and back

tiffany and i went flagpole jumping for lack of anything else to do

flagpole jumping by m'liegh April 11, 2008

Flagpole Glovebox 

When you lay flat on the reclined passenger seat of your car, stick your legs in the glovebox , and a companion shoves a mini handheld flagpole into your rectum, followed by a barrage of heavy cream fired into your mouth at an approximate speed of 15 mph.

Dude, Izaiah totally nailed that Flagpole Glovebox last night!

Flagpole Glovebox by shahahas May 21, 2024

Awkward Flagpole 

Noun; Part of the whole awkward "family" (i.e. Awkward Turtle). Used when someone says something awkward, and no one knows what to do. Used mostly when someone says something to try to be funny, and it doesnt work.

One makes the awkward flagpole by making fists with both hands and staking them on top of each other 3 times. On the 4th time, the hand on top opens, and the fingers start to wave and look like a flag.

My english teacher said something awkward the other day, and our class didnt know what to do, so I made the awkward flagpole and we all cracked up...except my teacher who looked at me weird.

Awkward Flagpole by hazelnut January 18, 2008

windy flagpole 

when the girl farts on your penis just before commencing anal sex

after we got home from that mexican restaurant, we got back to my place and she wanted to try something new so we were about to start anal when she gave me a windy flagpole and i went home

windy flagpole by hornyllama69123 November 17, 2010

windy flagpole 

when the girl farts on your penis just before commencing anal sex

after we got home from that mexican restaurant, we got back to my place and she wanted to try something new so we were about to start anal when she gave me a windy flagpole and i went home

windy flagpole by hornyllama69123 November 16, 2010

Greasing the flagpole 

to jack-off

to stroke your cock until it squirts.

jerking off with lube

i pulled out my favorite stroke book as i was greasing the flagpole.

Nate: i caught Jack greasing the flagpole. ha ha!!!

Phil: yeah, Jack likes greasing the flagpole, i caught him too! The jerk-off!!

Greasing the flagpole by Mister jack Fister January 5, 2009

Canadian Flagpole 

The act of taking a hockey stick and thrusting it up another individual's anus.

"listen Jared, if you don't shut up i'm going to turn you into a Canadian Flagpole."

Canadian Flagpole by GLHM November 29, 2011