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3. Doug Hutchison and Courtney Stodden

Easily one of the most controversial relationships on this list, the Green Mile actor began dating and then married singer Courtney Stodden when she was only 16 years old. Hutchison was 50 at the time. In 2013, it was reported that the couple had split, however they have since reconciled and plan on renewing their vows this year. To each his own.

older stars who have dated teens
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