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Fourteen years would pass before the pop h...- Debby Ryan Nude Fakes, Debby Ryan Naked, Debby Ryan Hot, Debby Ryan Tits, Debby Ryan Ass, Debby Ryan Pussy, Debby Ryan Sex, Debby Ryan Porn, Debby Ryan Nudes. Deborah Ann "Debby" Ryan is an American actress, director, and singer. Ryan is known for starring as Jessie Prescott in the Disney Channel Original Series Jessie and as Bailey Pickett ...The naked picture above was allegedly taken from the cell phone of Disney star Debby Ryan. The girl in the photo above certainly looks like Debby Ryan, and the fact that she is naked and spreading open her butt cheeks is right in line with what we know about Debby's moral character (or lack thereof).Debby Ryan Cleavage (8 Photos) December 29, 2015, 11:54 am 243 Views. New screenshots from Periscope video with Debby Ryan (10/3/15). Debby Ryan is an American actress, singer, songwriter, musician, and record producer. 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