A mountain pass near the juncture of Tennessee, Kentucky, and Virginia, popularized by the folk song of the same name. The Cumberland Gap is where neighbors go to drink a little whiskey and take a little nap. You are always fifteen miles from the Cumberland Gap, no matter where you are.
My liver is extremely unhappy with me because of all that moonshine i drank at the Cumberland Gap last week.
by rogueclown January 05, 2010
This act is done during a Chicago Wind Tunnel. It is when you shit inbetween her tits and bust your load down to her vagina making a appalachian trail.
by ChiChi McPee December 20, 2009