What is Grandpa Boots?
1.
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.
" Yo homey that white boy in yo gym class got him some fresh grandpa boots."
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When you are taking a hard shit and half way out it decides to shot right back up your ass.
tom : hey what that fuck do you call it whe..