whenever you are wearing underwear and you get an erection so big that it pulls it tight and sucks your underwear into your ass crack causing a wedgie of mass proportions that can only be pulled out by reaching in deep.
i had to stop wearing underwear to the strip club's because everyday i went i got a boner wedgie and i soon developed some form of anal rash.
by poo_c_Juice February 20, 2008
When your boner is so hardcore that it stretches your underwear taut, delving right into your crack.
by House Vista January 29, 2009
by Austin R. Williams January 19, 2009