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Reynolds has also starred in films such as National Lampoon's Van Wilder (2002), The Amityville Horror (2005), Definitely, Maybe (2008), The Proposal (2009), Buried (2010), The Croods (2013), and Woman in Gold (2015).

In 1993–94 he had a recurring role in The Odyssey as Macro.

In 2005, he played a waiter named Monty in Waiting..., and as music executive Chris Brander in the romantic comedy Just Friends alongside Amy Smart and Anna Faris.

Reynolds played the protagonist in the 2008 film Definitely, Maybe.

He has also appeared in the second season finale of the television series Scrubs.

The online entertainment site, whose role has been to expose false rumors involving Hollywood celebrities, debunked the allegations made by In Touch.