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In 2009, Westwick played the role of Randy Jackson in the sequel to Donnie Darko, directed by Chris Fisher, and guest-starred in the third season of the Showtime original series Californication, as Chris "Balt" Smith, a student who was fascinated with vampire literature.

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In the same month, it was reported by The Wrap that he would perform in a live-reading of the Black List script College Republicans, portraying the role of John F. The reading took place at the Montalban Theater on April 23, 2016.

Crawford shared an apartment with his Gossip Girl co-star Ed Westwick in Chelsea, Manhattan, at the beginning of the series in 2007 until July 2009, when Crawford moved out to rent an apartment in the Wall Street area.

This directing change caused the roles to be recast.

In 2010, Westwick in the Mc Henry Brothers short film The Commuter, which was shot on a Nokia N8 smartphone.

Westwick said of his casting, "There wasn't much work in the UK. It's changed my life." Entertainment Weekly also named Westwick's character Chuck Bass number one in their "Best Dressed TV Characters of 2008" list (tied with Leighton Meester's character Blair Waldorf), as well as in their "Best Performances" list alongside co-star Meester.

That same year, he appeared as Joey in the horror film 100 Feet.The film is about four friends who break into an asylum so Jacob could get an inheritance of the death certificate. On March 11, 2015, it was reported that Crawford had been cast in ABC's primetime soap opera Blood & Oil, portraying the lead role of Billy Le Fever.Once inside the asylum, they discover the truth about their tragic past. The series was cancelled after a short run of 10 episodes.In 2011, it was reported that the charges would be dismissed and his record expunged if he met certain conditions, including performing 24 hours of community service and reporting to a probation officer once a month for 12 months.) is an English actor and musician, best known for his role as Chuck Bass on The CW's teen television drama series Gossip Girl (2007–2012).He went on to guest star in the British television series Doctors as Holden, Casualty as Johnny Cullin, and Afterlife as Darren.

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