Painting the flagpole

To jerk (masturbate) of

Im going to be painting the flagpole at two in the morning

by Gay man dictionary July 13, 2021

Flog the flagpole

To masturbate

Excuse me while I go to the bathroom and flog the flagpole

by StopSpacism November 27, 2022

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

by m'liegh April 11, 2008

Devil's Flagpole

An erect penis.

Ah man, you see Austin in class today. I pledged allegiance to the devil's flagpole in his pants.

by penisandtits558534 February 25, 2018

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!

by shahahas May 21, 2024

Elementary Flagpole

Right after you blow your load in her mouth, duct tape her mouth shut. Then unleash your fury onto her jaw until she is knocked out. Then, take her to the nearest elementary school and tie her up to the flag pole naked.

Hey man last night was crazy fucked up, I invited this hot chic over to fuck but instead I gave her the elementary flagpole

by Elementary Flagpole August 20, 2024

Flagpole

A sexual move created by henry the great during the final depression. When a female rides down penis of a male while screaming as loud as possible imitating the sound of a dying banshee. (Disclaimer: penis must be 20 or more feet for this move to work.)

Female: so what do you wanna do
Male: flagpole
*ambulance sirens*

by Dexter5673 June 25, 2021