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Tina Fey, Oprah, Katie Couric & More At The 2010 Matrix Awards: Who Was Best-Dressed? (PHOTOS, POLL)

First Posted: 06/19/10 06:12 AM ET   Updated: 05/25/11 05:10 PM ET

Matrix Awards attendees might have thought they were seeing double as not one, but two pairs of honorees and presenters were wearing the same thing.

First fashion face-off: Oprah and none other than her best friend Gayle King. Both women were wearing orange, and as King explained to the audience, Oprah was going to wear ivory, and Gayle was going to wear a pastel Michael Kors dress. Gayle changed her mind at last minute, and on her way to the event she got a phone call: "Oprah is here and she's wearing orange." It was too late for Gayle to change.

The second fashion face-off was Tina Fey and Sheryl Crow. Both wore what looked like these floral Dolce & Gabbana dresses. Fey's dress was v-neck and worn with nude pumps while Crow's had a traditional neckline and was worn with black pumps. But the main difference, according to Fey, was "If you want to see what this dress looks like on a ripshit surfer body, look over there. I wear it with a sweater." Crow, in turn, said she was envious of Fey's cleavage.

Everyone else wore unique looks. Vote for your favorite below.

Tina Fey
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As she accepted her Matrix Award, Fey said "If you want to see what this dress looks like on a ripshit surfer body, look over there. I wear it with a sweater."
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Matrix Awards attendees might have thought they were seeing double as not one, but two pairs of honorees and presenters were wearing the same thing. First fashion face-off: Oprah and none other than...
Matrix Awards attendees might have thought they were seeing double as not one, but two pairs of honorees and presenters were wearing the same thing. First fashion face-off: Oprah and none other than...
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HUFFPOST COMMUNITY MODERATOR
Billyguitar
Disgusted by politics since John Anderson lost. In
01:20 PM on 04/21/2010
What's with the church lady look? Tina's the only one with some sizzle.
This user has chosen to opt out of the Badges program
02:59 AM on 04/21/2010
Good God - Hoda Kotb looks like Fred Armison doing Joy Behar. She's actually a pretty nice-looking lady - this picture is just terrible.
10:33 PM on 04/20/2010
Doris Kearns Goodwin surprised me with her choice of shoes. Nice.
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HUFFPOST SUPER USER
Shzron1946
11:06 AM on 04/20/2010
Nobody considered these a fashion face-off but you.
10:02 AM on 04/20/2010
I blame the photographer's angle -- legs become foreshortened, ending in odd pointy feet stumps in ungainly-looking shoes. Printed fabric adds the 'grandma' factor in some of these shots as well. Fashion victims all, except Katie!
photo
HUFFPOST COMMUNITY MODERATOR
Analyze This
My micro-bio's bigger than your micro-bio : )
08:39 PM on 04/20/2010
I agree. My first thought was, "Who shot these pics?" These are some of the most unflattering photos I've ever seen.
09:29 AM on 04/20/2010
What was this, wear an ugly dress night?
08:57 AM on 04/20/2010
Great you can watch them to on sexywebz.com or MySportTickets.com Sport News
Boopsie2008
Obama 2012. Says it all.
08:42 AM on 04/20/2010
Take a good look at Oprah's face in that picture with Gayle. This seems to me to be a "will they or won't they accept me if I tell them a big secret" kind of look.

I kind of like them both in orange, though.
07:17 AM on 04/20/2010
That orange dress looks terrible on Gayle (as I see it on my monitor).

The reason is that her hair, her skin and her dress all create a monochromatic orange glow.

Love the floral patterns.

Have to say Katie Couric looks great.
04:40 AM on 04/20/2010
I''ve never seen such a collection of hideous clothing.
02:29 AM on 04/20/2010
This should be under the business section or something bc its not style

www.stylemycloset.com
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HUFFPOST SUPER USER
Socrates100
12:45 AM on 04/20/2010
Hmm, Oprah and Gayle are so close their breasts are friends (see photo.)
10:41 AM on 04/20/2010
What's your point?
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HUFFPOST COMMUNITY MODERATOR
alsm9
Bombshell
11:42 PM on 04/19/2010
I'm sorry, but this isn't fashion. It's people in their office cloths. Not even worth rating.
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09:46 PM on 04/19/2010
Wow.

Miss Honey money Bartiromo has really lost all that honey.

Gravity and age are cruel mistresses, I guess.
photo
HUFFPOST SUPER USER
mombabytiger
Looking into the heart of an artichoke.
08:41 PM on 04/19/2010
None of these looks stand out. Katie Couric looks the best. I guess. Who cares?