Gossip Girl

Penn Badgley Has a Dramatic New Look! See ‘Gossip Girl’ Cast Then & Now (PHOTOS)

November 30, 2016 by Samantha Lear

It’s been 9 years since Gossip Girl debuted on The CW and roped us into the glamorous and messy world of Upper East Side rich kids.

So of course the cast of the show would have changed a lot since that first season. Yet somehow when we see them now, it still shocks us they’re no longer fresh-faced 20-somethings.

The latest to make headlines for his changing appearance? Penn Badgley, who debuted a shocking new look at a Miami performance for his band MOTHXR this week. Click through the gallery to see him (and the rest of the cast) then and now!

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THEN (2008): Penn Badgley

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THEN (2008): Penn Badgley

NOW (2016): Penn Badgley

A photo posted by Os Messiah (@osmessiah) on Nov 29, 2016 at 11:41am PST

NOW (2016): Penn Badgley

THEN (2007 ): Leighton Meester

Embed from Getty Images

THEN (2007 ): Leighton Meester

NOW (2016): Leighton Meester

Embed from Getty Images

NOW (2016): Leighton Meester

THEN (2008): Chace Crawford

Embed from Getty Images

THEN (2008): Chace Crawford

NOW (2016): Chace Crawford

Embed from Getty Images

NOW (2016): Chace Crawford

THEN (2007): Jessica Szohr

Embed from Getty Images

THEN (2007): Jessica Szohr

NOW (2016): Jessica Szohr

Embed from Getty Images

NOW (2016): Jessica Szohr

THEN (2007): Ed Westwick

Embed from Getty Images

THEN (2007): Ed Westwick

NOW (2016): Ed Westwick

Embed from Getty Images

NOW (2016): Ed Westwick

THEN (2007): Taylor Momsen

Embed from Getty Images

THEN (2007): Taylor Momsen

NOW (2016): Taylor Momsen

A photo posted by Taylor Momsen (@taylormomsen) on Oct 26, 2016 at 3:42pm PDT

NOW (2016): Taylor Momsen

THEN (2007): Blake Lively

Embed from Getty Images

THEN (2007): Blake Lively

NOW (2016): Blake Lively

Embed from Getty Images

NOW (2016): Blake Lively

It’s been 9 years since Gossip Girl debuted on The CW and roped us into the glamorous and messy world of Upper East Side rich kids.

So of course the cast of the show would have changed a lot since that first season. Yet somehow when we see them now, it still shocks us they’re no longer fresh-faced 20-somethings.

Start Gallery

Gossip Girl

Penn Badgley Has a Dramatic New Look! See ‘Gossip Girl’ Cast Then & Now (PHOTOS)

THEN (2008): Penn Badgley

THEN (2008): Penn Badgley

NOW (2016): Penn Badgley

NOW (2016): Penn Badgley

THEN (2007 ): Leighton Meester

THEN (2007 ): Leighton Meester

NOW (2016): Leighton Meester

NOW (2016): Leighton Meester

THEN (2008): Chace Crawford

THEN (2008): Chace Crawford

NOW (2016): Chace Crawford

NOW (2016): Chace Crawford

THEN (2007): Jessica Szohr

THEN (2007): Jessica Szohr

NOW (2016): Jessica Szohr

NOW (2016): Jessica Szohr

THEN (2007): Ed Westwick

THEN (2007): Ed Westwick

NOW (2016): Ed Westwick

NOW (2016): Ed Westwick

THEN (2007): Taylor Momsen

THEN (2007): Taylor Momsen

NOW (2016): Taylor Momsen

NOW (2016): Taylor Momsen

THEN (2007): Blake Lively

THEN (2007): Blake Lively

NOW (2016): Blake Lively

NOW (2016): Blake Lively

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