Leo's popularity at the box office has not been reflected with Oscars. DiCaprio was nominated for leading performances in "Blood Diamond" and "The Aviator," as well as for a supporting performance in "What's Eating Gilbert Grape." He was only 20 when he earned his first nom for "Grape" in 1994, but lost to actor Tommy Lee Jones. Leo is still waiting for the big one, but could earn it for his performance in "The Wolf of Wall Street." —XFINITY Entertainment Staff (Photo by Jemal Countess/Getty Images)
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