Kenny was born in East Chicago, Indiana, and raised by his grandmother who he credits for teaching him discipline, integrity and, responsibility. Kenny starred in baseball and basketball at Washington High School in East Chicago and later became a stand out basketball player at the University of Arizona. Toward the end of his college career, Kenny went back to his first love, baseball. He was eventually drafted in the 17th round of the 1988 major league baseball draft by the Houston Astros. Kenny rose rapidly through the minors and through the process helped to lead the Triple-A Tuscon Toros to a Pacific Coast League championship in 1991, prompting the Houston Astros to call him up during that same season. The rest is history, Kenny Lofton developed into an athletic fielder, a great hitter and one of the most exciting players of his era.