Who Will Win – And Should Win – on Oscar Night?0 Comments

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Posted on 20 Feb 2009 at 2:19pm

Oscar night is fast approaching – this Sunday – to be exact. Will it be a victory for “Slumdog” or “Benjamin Button?” Which tough guy will win: Mickey or Sean? Which of our best actresses of today is it going to be: Kate or Meryl?

If you don’t have your scorecards filled out yet, here’s Positively Celebrity’s guide to help you out because we’re predicting who’s going to walk away a winner and who we think should really be one.

Best Picture

“The Curious Case of Benjamin Button”

“Frost/Nixon”

“Milk”

“The Reader”

“Slumdog Millionaire”

Should and will win: With its nearly unstoppable wins at the Golden Globes, SAG, BAFTA and guild awards, look for “Slumdog Millionaire” to take home the biggest prize come Oscar night and deservedly so. This vibrant, inspirational, romantic, and energetic film will leave you feeling like a millionaire long after you leave the theater.

Best Actor

Richard Jenkins, “The Visitor”

Frank Langella, “Frost/Nixon”

Sean Penn, “Milk”

Brad Pitt, “The Curious Case of Benjamin Button”

Mickey Rourke, “The Wrestler”

Should Win:  Langella has already won a Tony Award for his portrayal of Richard Nixon, and he deserves an Oscar too. He pulls off the enormous task of encapsulating the former president’s mannerisms and voice without coming off as a caricature. Just as challenging, he also makes the audience feel empathy for a man who went down in history cast off as a crook.

Will Win: This is close. It very well could be Penn, but I’ll give the edge to Rourke. Academy members love a comeback story and both Rourke and his character are the comeback kids of the year. He also showed us he’s got what it takes physically and emotionally by playing an emotionally complex wrestler with a heart.

Best Actress

Anne Hathaway, “Rachel Getting Married”

Angelina Jolie, “Changeling”

Melissa Leo, “Frozen River”

Meryl Streep, “Doubt”

Kate Winslet, “The Reader”

Should and will win: Winslet for her intricate, dark turn as a tram conductor-turned-Nazi prison guard. She gave heart and emotion to a remorseless woman who was involved in Nazi war crimes and seduced a teenager. It doesn’t hurt either that she’s been racking up awards left and right this season, has five previous Oscar nominations, and stars in a film with the Academy-favorite topic of the Holocaust.

Best Supporting Actor

Josh Brolin, “Milk”

Robert Downey Jr., “Tropic Thunder”

Philip Seymour Hoffman, “Doubt”

Heath Ledger, “The Dark Knight”

Michael Shannon, “Revolutionary Road”

Should and will win: Ledger for his dynamic, groundbreaking, and humorously creepy performance as the Joker. He stole the show from Batman by keeping our eyes glued to him whenever his chaos-loving sociopath came on screen. Unlike Jack Nicholson’s previous mediocre Joker, Ledger, with his smeared clown make-up, truly made for one darkly twisted clown.

Best Supporting Actress

Amy Adams, “Doubt”

Penélope Cruz, “Vicky Cristina Barcelona”

Viola Davis, “Doubt”

Taraji P. Henson, “The Curious Case of Benjamin Button”

Marisa Tomei, “The Wrestler”

Should win: Even though she was only in two scenes, Davis managed to bring a whole movie’s worth of character backstory, emotions, and desires into those few precious moments on screen. Plus, she more than held her own against heavyweight Meryl Streep, which is alone no easy task.

Will win: Now with Winslet out of the running (the Academy chose to nominate her in the leading category instead), Cruz will most likely win for her domineering, vivacious turn as an emotionally unstable, eccentric ex-wife. She also won a BAFTA Award last week, which is a good sign she might win at the Oscars.

Best Director

Danny Boyle, “Slumdog Millionaire”

Stephen Daldry, “The Reader”

David Fincher, “The Curious Case of Benjamin Button”

Ron Howard, “Frost/Nixon”

Gus Van Sant, “Milk”

Should and will win: Boyle for delivering the beautifully crafted “Slumdog Millionaire.” He delivered intricate chase scenes, oversaw soaring camera shots over Mumbai, and brought out emotional performances from his young – and even younger, untrained – actors.

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