 He attended Annapolis High School, where he served as the captain of the football, lacrosse, and wrestling teams.After he graduated from Annapolis High in 1964, Pastrana attended the college preparatory Severn School.Pastrana enrolled at the University of Maryland, where he earned three letters on the football team in 1965, 1966, and 1968, and two on the lacrosse team in 1966 and 1967.