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

flagpoleing 

Flagpoleing a sex position where the woman is on your d*ck or flagpole and she is the flag and she waves like flag.

Bill: good night?
John: yeah she was great.
Bill: you bang her?
John: we were flagpoleing

flagpoleing by hercumungous August 1, 2014

flagpoling 

Allowing your boner to stand straight up, making it visible to all who are around.

Girl 1: "I think he's into you"
Girl 2: "Why?"
Girl 1: "Because he was flagpoling during your entire conversation."

flagpoling by Jerry C. August 20, 2011

flag pole 

When a person passes out drunk and you stick a broom stick in their ass. It sticks up like a flag pole. Adding a real flag is optional.

I passed out lastnight and the bastards gave me a flag pole!

flag pole by bizzach April 11, 2005

flagpoling 

Leaving the country solely for the purpose of re-entering so that you can activate a new immigration document.

ROB: I got approved for a new work permit for my specialized burger flipping job at McDonalds. I'm flagpoling tomorrow at the Niagara Falls border crossing.
JOE: What a joke. I'll show you where you can stick your flagpole.

flagpoling by Werdly Smith November 2, 2011

sanding the flag pole

playing with oneself/ masterbating

JR spent the day "Sanding The Flag Pole"

sanding the flag pole by Schizzna October 22, 2008