the flagpole 

Taking a flagpole and ripping the flag off and shoving it in the females mouth while the male shoves the flagpole in the females dilated vagina while the male also continues to shove his penis in the females anus while singing the national anthem

I really enjoyed the flagpole with G-MA last night

the flagpole by Nigga Stacey January 2, 2014

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

Close to the flagpole 

Term used in the military or government to describe being near a headquarters. The flagpole is often located near this building. Its not someplace most people want to be since it usually involves political infighting, following all rules to the letter and bureaucratic drudgery.

This can even mean working in a different building some distance away but the common thought is that the closer you physically are, the worse it can be.

I've been goofing off way out here but they're moving me close to the flagpole.

Close to the flagpole by sfmc98 September 30, 2009

Wax the Flagpole 

The act of a man getting constant blowjobs and thus ejaculating into his wife's/girlfriend's mouth and then her letting the semen drip from her mouth as she continues to thrust her head up and down causing a nice waxy finish on the man's shaft

"What did you and Jan do last night"? We went out to dinner and then we just came home and she decided to wax the flagpole." We put a couple coats of wax on it so it should be good for a few days."

Wax the Flagpole by IRISH98 June 27, 2006

waxing the flagpole

When a woman is eagerly giving a man oral pleasure and then exceeds expectations by letting the man blow his hot lava in her mouth. Then just a bit of this magic love juice leaks out of the woman's mouth and streams down the still erect penis while she is still going up and down thus putting a nice coat of wax on the one-eyed monster.

Grace decided to give John an early birthday present and was giving him some head under the table at the restaurant when she then started waxing the flagpole.

waxing the flagpole by irish donkey June 29, 2006

Painting the flagpole

To jerk (masturbate) of

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

Painting the flagpole by Gay man dictionary July 13, 2021

Flog the flagpole 

To masturbate

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

Flog the flagpole by StopSpacism November 27, 2022