A title endowed to two male friends who have both fucked the same woman. The one who penetrates first gains seniority and thenceforth becomes the elder hole brother; however, there is no limit to the number of junior or senior hole brothers a man can have with a particular woman.
"You fucked Grace last night? Dude, I hit that shit back in '05! I guess we're hole brothers now."
"Our hole cousin, Adam, suggests adding hole cousins, or hole brothers by association."
"Our hole cousin, Adam, suggests adding hole cousins, or hole brothers by association."
by FakeTitties November 19, 2007
After you do her, we'll be hole brothers.
by Suna no Stevo June 16, 2007