A California native, Riley started out working at Starbucks and at a golf course snack bar. As fate would have it, Riley found her big break in the form of her meeting porn star Jesse Jane at a signing for the sex parody called Pirates (2005) (V). Upon hearing Jane's advice to enter the business, Riley also received a card from Jesse. This shortly led to Riley contacting Ali Joone, the director and founder of the company Digital Playground. In 2008, Riley made her debut in the adult filming world. She appeared in the high seas sex sequel to Pirates, called Pirates II: Stagnetti's Revenge (2008) (V) and in 2010, along with other porn stars appeared in the horror-comedy Pirahna 3D (2010).