"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 02, 2010
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 21, 2005
Look at that flagpole sitter!
by TimTam March 01, 2004