Middlebury Swamp is when you got shit faced on Natural Ice (Natty Ice), go down on a chick and boot all over her nether regions.
John: "I got hammed on natty ice and totally booted on that chicks cooter last night."
Mike: "You landed a middlebury swamp?"
Mike: "You landed a middlebury swamp?"
by P-Phunk June 12, 2011