Dewan was born in Hartford, Connecticut, the daughter of Nancy Lee (née Bursch) and Darryll Dewan, who was a running back on the 1972 Notre Dame Football team. Dewan is of half Lebanese ancestry. Her parents divorced when Dewan was young and her mother remarried, to Claude Brooks Smith. During high school at Grapevine High School in Grapevine, Texas, Jenna was a varsity cheerleader and won many dance competition awards. She graduated in 1999 and was voted prom queen her senior year. She went to USC and was a member of the California Gamma Chapter of Pi Beta Phi (ΠΒΦ).
Prior to starring in film, she was a dancer, working for various famous performers such as Clinton Troupe, 'N Sync, Sean Combs, Toni Braxton, Celine Dion, Pink, Missy Elliott, Ricky Martin, Billy Crawford, and tour with Janet Jackson on her All for You Tour and appeared in music videos accompanying the album All For You. Jenna also featured in Christina Aguilera's music video for the single "Not Myself Tonight."
Prior to starring in film, she was a dancer, working for various famous performers such as Clinton Troupe, 'N Sync, Sean Combs, Toni Braxton, Celine Dion, Pink, Missy Elliott, Ricky Martin, Billy Crawford, and tour with Janet Jackson on her All for You Tour and appeared in music videos accompanying the album All For You. Jenna also featured in Christina Aguilera's music video for the single "Not Myself Tonight."
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