DeCesare machte einen Abschluss an der Magnificat High School 2000. Im Sommer 2002 machte sie bei Playboy’s Who Wants to Be a Playboy Centerfold? mit und wurde zur Miss April 2003 ernannt. Im darauf folgen Jahr wurde sie Playmate of the Year.

She appeared in the 2005 Playmates at Play at the Playboy Mansion swimsuit calendar as calendar girl of March. The calendar was the inaugural Playmates at Play calendar and it was shot on the grounds of Playboy Mansion in 2004.
It was Playboy’s first attempt at creating a non-nude swimsuit calendar featuring Playmates similar in style with those from Sports Illustrated Swimsuit Issue.

“In 2005, pictures circulated on the internet showing that DeCesare had received Breast implants” ­čśë

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