To celebrate the Miss Teen and Miss Pre-teen Chesapeake Pageant of 25 years, the evenings' theme was "Can't stop the beat." The girls competed using their talents, dressed in their evening gowns, and were interviewed by the judges. Allison Exner won the Miss Teen title and Justine Callis won the Miss Pre-teen title for Chesapeake 2008.
Macy DiPrima and her escort Allan Pimento. Macy competed in the Miss Pre-teen event.
Allison Exner won the Miss Teen Chesapeake 2008 competition.
Justine Callis won the Miss Pre-teen Chesapeake 2008 competition.
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