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5. Penn Badgley (Dan Humphrey)

gossip girl cast
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Penn portrayed sensitive writer, Dan Humphrey, on CW’s show. Since filming wrapped, Badgley has been featured in independent films such as Periods and Greetings from Tim Buckley. His latest movie, Cymbeline, starring Ethan Hawke and Dakota Johnson, will be released next year. Penn’s also been linked to a number of A-listers including co-star Blake Lively, Zoe Kravitz and Domino Kirke.


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