"My girl said she wanted to try something new to spice up our relationship, so I gave her the old flagpole sitter.
by coochieman69 May 2, 2010
Get the Flagpole Sitter mug.When a man or woman intentionally or unintentially sits on top of a penis. Also, when a Davo sits on top of a Pumster.
Wow, he's got that flagpole all the way up bobby evans' anus! That old skool nigga's one flagpole sitter!
by HugeBreasticle February 20, 2005
Get the flagpole sitter mug.by TimTam February 29, 2004
Get the flagpole sitter mug.