Forever Miss Delaware’s Teens
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2022 Brynn String
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2021 Haley Alexander
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2019-2020 Jacqueline Means
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2018 Sky Knox
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2017 Nicole Hannah
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2016 Ashley Swanson
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2015 Michelle Ley
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2014 Grace Otley*
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2013 Tanee DeCosta
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2012 Morgan Burris
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2011 Victoria Brown-O'Brien
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2010 Katelynn Mayers
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2009 Danielle Marshall
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2008 Amanda Debus*
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2007 Chelsea Betts
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2006 Lauren Gagliardino
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2005 Carly Economos