Urban African American slang that refers to boat shoes or other shoes generally owned by Whites specifically either Sperry Topsiders or Clarks Wallabees. Sometimes used as a derogatory remark to {preppy} whites or african americans who do well in school.
by Ociffer Miller April 23, 2006
Get the Grandpa Bootsmug. by grandaughter June 9, 2010
Get the Grandpa's Boot Campmug. The act of a man placing the wrinkly scrotum over the other partners nose resembling boots hanging from a tied string.
by George Schwanz May 10, 2011
Get the Grandpa's Ol' Huntin' bootsmug.