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5. Cameron Diaz

This one may come as a shocker, but back in the day, a 19-year-old Diaz starred in a soft core S&M themed flick. Dressed up in leather, Diaz abused and tormented some tied up guy and later engaged in sexual relations with him. Cameron has tried hard to cover up her rookie mistake, but it’s not too hard to find the NSFW tape.

celebrity sloppy seconds
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