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

florida flagpole 

A guy lays down with a full erection. The partner then commences to sit on said erection, rip off her shirt, and wave it around like a flag in a strong thunderstorm

My woman and I did a Florida flagpole last night, funny thing is, we were actually outside in a strong thunderstorm.

florida flagpole by Rpveeham July 25, 2014

Go fuck up a flagpole 

1. An expression of anger, dirrected at someone you're pissed off at, or any blathering dumbass that keeps talking and can't take a hint.

Annoying fucktard: What did you get on that test today, I got a 95% and...

Person: I don't give a shit, go fuck up a flagpole!

Go fuck up a flagpole by 13stewda September 20, 2009

Citizen Flagpole 

1. The Greatest Musicians to ever live.
2. Spreaders of Antarctican Propaganda.
3. A large penis.

1. Matthew J Nerger III, Alexander Elijah Hampe IX, Derek Abraham Ray IV, Peter Moses Murphy XXVII are in Citizen Flagpole
2. "Have you heard of color? And how!"
3. See #1's pants.

Citizen Flagpole by Jesus Christ XIV May 7, 2008

Go sit on a flagpole 

One of the more rare insults of our time but certainly one of the more disturbing ones

Dude shut up and go sit on a flagpole

Go sit on a flagpole by Robert Williams ya duck April 29, 2021

Morning flagpole 

Waking up with an erection at summer camp.

I was dreaming about jen and Melanie at the lake and I woke up with a morning flagpole

Morning flagpole by Scuba_steve August 26, 2018

rainy flagpole

Hand job given to another person under a table or desk.

Since flags are supposed to be hauled down during rain a flagpole under a protective cover would protect a flag from the rain. Since a flagpole could be an analogy for a penis a penis under a table/desk could be likened to a flagpole protected from the rain - 'rainy flagpole'.

Prudence totally gave me a rainy flagpole during the morning meeting.

rainy flagpole by Bucko McCane March 29, 2009