1 definition by S Kusack

Prison Break

The act of undies and/or boxer-briefs riding up normally through arduous physical activity or awkward lower torso/ leg position that causes one or both testicles (prisoners) to no longer remain within the confines of the undergarment (the prison) thus resulting in the testicles hanging out the side of underwear resulting in an uncomfortable situation that requires adjustment thus re-incarceration.

"god that's the third prison break today, must be the new undies"

by S Kusack July 16, 2014