Penn Badgley- as Dan Humphrey on "Gossip Girl", this man charmed us as the clueless innocent New Yorker and disgusted us as the ultimate backstabber... But he sure looked hot doing it :D

Penn Badgley- as Dan Humphrey on "Gossip Girl", this man charmed us as the clueless innocent New Yorker and disgusted us as the ultimate backstabber... But he sure looked hot doing it :D

Gossip Girl: Chuck Bass, Nate Archibald, Dan Humphrey...the 3 hottest fictional characters ever created

Gossip Girl: Chuck Bass, Nate Archibald, Dan Humphrey...the 3 hottest fictional characters ever created

Serena Van Der Woodsen (Blake Lively) And Dan Humphrey (Penn Badgeley) Eat Ice Cream, 2008

Gossip Girl: Fabulous Fashion Moments

Serena Van Der Woodsen (Blake Lively) And Dan Humphrey (Penn Badgeley) Eat Ice Cream, 2008

Serena Van der Woodsen (Blake Lively) and Dan Humphrey (Penn Badgely)

Serena Van der Woodsen (Blake Lively) and Dan Humphrey (Penn Badgely)

Pin for Later: 18 TV Friends Who Dated the Same Person . . . and Dan Humphrey!

. . . and Dan Humphrey!

Pin for Later: 18 TV Friends Who Dated the Same Person . . . and Dan Humphrey!

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