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The Believer (2001)
Loosely based on a true story, this gripping drama sees Gosling mesmerize as a former Jewish yeshiva student turned Neo-Nazi. It's an upsetting film, but definitely show's the actor's range.
Murder by Numbers (2002)
Though largely forgettable, this Sandra Bullock thriller let Gosling chew some scenery as a sadistic, spoiled teen under suspicion of murder. And yes, he and Bullock dated afterwards.
Half Nelson (2006)
Gosling earned his first (and only!) Academy Award nomination for his portrayal of a drug-abusing teacher who has an unconventional relationship with his student.
Gosling and Anthony Hopkins face off in this crime thriller with a gotcha! ending. The legal drama sees Gosling as an ambitious deputy district attorney romancing Rosamund Pike and trying to get Hopkins locked up for killing his wife.
All Good Things (2010)
If you liked The Jinx, press play on this drama loosely based on Robert Durst's alleged crimes. Gosling plays against type as a real estate heir who weds the lovely Katie (Kirsten Dunst) and makes her life a living hell. The sinister role also called for Gosling to pose as a middle-aged woman.