As we all wonder what Angelina Jolie will be wearing on the Oscar red carpet this year, I wanted to peek back at three of her past looks for the Academy Awards.

No one could ever possibly forget Angelina’s black Oscar dress with the long, darker hair and the dramatic make-up. While many referred to her look as “gothic” – and usually in a negative way – I actually really loved this. Maybe it’s because of my own goth days, but I found it to be a very striking look. Of course, she ended up with the best accessory an actress can hope for when she won the award for Supporting Actress for her role as the very crazy Lisa in Girl, Interrupted.
(I had always liked Angelina very much, ever since I saw her in Hackers which was an otherwise fairly bad movie, but Girl, Interrupted was what sealed it for me. Until that time, Winona Ryder had been my favorite actress and was the main reason I wanted to see the movie. Angelina ended up blowing everyone out of the water and from that time she took over the spot as my #1 favorite actress, and she hasn’t budged since.)

In 2001, Angelina surprised people when she arrived on the red carpet showing that she had decided to pass on the traditional gowns, going for a feminine white tuxedo look instead. I’m not a huge fan of pantsuits on the red carpet since I love seeing actresses in dresses that they would otherwise not be wearing, but this was so nicely fitted and it really made her stand out from the crowd. Not my favorite, but still a good one.

When Angelina hit the red carpet in 2004, she looked like a goddess in a shiny, white, low-cut gown and I thought that she looked amazing. Her hair was done just enough to let us see her gorgeous face and her make-up but it still looked natural. I think of all three Oscar looks, the white dress is my favorite overall.
Which was your favorite? What color do you think or hope she’ll wear this year? As I already mentioned, I’m hoping for a dark jewel tone, but it won’t be much longer to wait and see!
Images used with permission: Newscom





562 days ago
Chopin, thanks so much for that video. Five years ago she was beautiful and she is still beautiful. Little off topic: I find it so interesting when we read the thoughts and comments of Brad and Angie’s peers they have nothing but respect and admiration for them. Both are said to be very professional on the set. But there are so many every day people out there that have nothing good to say.
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562 days ago
Hi Sherry and friends: I vote for the dress too! I always watch all the award shows. It’s a little indulgence. I kick back at home with a glass of red wine and keep a running commentary with my husband on everyone’s clothes and speeches. Seems like there’s a teary moment every time, too. It’s fun.
The funnest year so far was when I was watching the Golden Globes a few years back–and from the kitchen, heard a familiar voice on the TV. Turns out, one of my college buddies, Ryan Murphy, won best TV drama that year as the creator of Nip/Tuck, and he gave the acceptance speech for the cast. A little brush with fame.
I think it would be great if Angie and Brad presented an award this time…it would certainly increase their exposure time on the air.
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562 days ago
Of the three outfits the white gown is more of the old hollywood style. I’d love to see her in something more form fitting to show off her amazing shape. Similar to the white gown but with small capped sleeves for her long elegant arms. The neckline draped higher in the front (to hug her asset there, then sweep down the back (she as a beautifull back) with a bit of flare and drap through the back of her waist. It should conitue to the form fit down through her waist and around her hips, but at the flare it should drop off before it curves fully around her hind end. She needs alittle fullness here, here it should gather and fan out longer in the back, shorter in the front with a open skirt to above the knee. The legs should play pee-a-boo, but never fully exposed. Think 20’s-40’s styled gowns with a more sleek, modern feel.No shoulder pads. They should be outlawed!! The fabrics we have now are so amazingly elegant and they move so well that they can give you the coverage thats needed but look and feels like air. The color should be somewhere in the light blue/silver tones with a shimmer, soft look.
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562 days ago
Ligaya,
Tell Ryan good luck, “Woody who?” lol. That Star Wars its done a number on generations of kids (myself included). Maybe I can look forward to my son rubbing elbows with the stars in the future. Although this year skiing, hockey and soccer seemed to have taken over. But we still have the light saber fights or clone nerf blaster fights at least once a week.
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562 days ago
goddess is the word, angie looks so beautiful in this gown. i hope she is the number one knock-out at the oscars.
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562 days ago
ligaya: good luck to your son!!!
thank you so much sherry for doing this article (you know, i really love fashion!)
yeah, angie looks like morticia, but i think morticia is a really beautiful woman!
the tird is my fav!
and as some people here, i ‘m hoping for a red dress!!!
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561 days ago
Great post Sherry! I would also love to see all of her looks this awards season lined up (what she wore at the Globes, SAG awards and BAFTAs…am I missing any?).
In any case, as I’ve often said, COLOR! Jewel tones, yes. Red, deep green (plays off her eyes), a royal purple, any tone of blue, canary yellow…all of these would be welcome. And I agree with most of Deborah’s thorough assessment: basically something long that shows off her back, though I think low-cut is always nice as she’s been wearing a lot of high-necked outfits. Please no black, white or gray (as much as I love the goddess gown above). One thing Angie always does well is makeup and accessories. I just hope she takes it up a notch at the Oscars and goes old-school glamor for us.
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