Jake Gyllenhaal In 'Brokeback Mountain' (2005)
Also in 2005, Gyllenhaal showed off a very different look in Brokeback Mountain. The film stands out from the rest of Gyllenhaal’s resumé for many reasons, the least of which might be that his role as Jack Twist required Gyllenhaal to age himself onscreen. Playing an aging cowboy did require Gyllenhaal to sport some questionable facial hair , and that can be as big a transformation as any.
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