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Posted at 1:01 AM ET, 02/14/2011

Grammys 2011: The best, worst and weirdest dressed on the red carpet

By Jen Chaney

Grammy's best dressed: Drake, Dianna Agron, Natasha Bedingfield, Nicole Kidman and Selena Gomez. (Reuters and Getty Images) | More red carpet photos

A different set of rules apply to Grammy Awards red carpet fashion. Rockin' sometimes trumps elegance. Weirdness rules. And even the guys are willing to take chances they might not dare to attempt at the Oscars.

But as is true of any red carpet, some people manage to work it better than others. Here are my picks for Grammys' best, worst and weirdest dressed.

Why that third category? Because this is the Grammys, and those who get extra-freaky deserve special recognition.

Related coverage:

Grammy red carpet photo gallery

Grammys 2011: Live blogging from Click Track

Grammys 2011: Esperanza Spalding beats Bieber for best new artist

Grammys 2011: Christina Aguilera redeems herself

SAGs 2011: Best and worst dressed

Golden Globes 2011: Best and worst dressed

Best dressed at the Grammys:

Drake: He went with the all black tuxedo look, a somewhat daring move. But I thought he pulled it off, looking unconventional and dashing at the same time.

Dianna Agron: The "Glee" cheerleader isn't technically a pop star, even though she and other cast members were nominated for two Grammys, in the soundtrack and pop performance by a duo or group categories. But she looked appropriately glam-rockin' in a Vivienne Westwood black strapless dress, heavy black eyeliner and an updo with just the right amount of volume. Well done.

Natasha Bedingfield: The British pop singer wore a flowing blue and white floral gown that was girly and very, very pretty.

Nicole Kidman: All right, maybe it's cheating for Kidman -- a red carpet pro who usually stands among the finest looking women at the Golden Globes and Oscars -- to get special notice for her Grammy ensemble. But while standing by Grammy-winning husband Keith Urban, she looked so great in this form-fitting, cheerful Jean-Paul Gaultier gown that she simply could not be ignored. Let's hope she looks this fabulous at the Oscars.

Selena Gomez: Gomez tried to look a bit older and sophisticated in a sparkly and slinky J. Mendel dress. And she pulled it off, conveying classiness instead of desperate trashiness.

Honorable mentions: Adam Lambert and Cyndi Lauper, for owning the all-black, rock 'n' roll look.

Worst dressed at the Grammys:

Grammy's worst dressed: Justin Bieber, Miley Cyrus, Amber Riley, Lenny Kravitz and Rihanna. (Reuters, AP and Getty Images)

Justin Bieber: I commend Bieber for attempting something different from the standard tuxedo look. But this all-white option, especially on such a young guy, just made him look like someone who should be carrying a tray of mini-crab puffs.

Miley Cyrus: The braid looped through her mane -- not visible in the above photo, but definitely viewable during the E! red carpet show -- and the fact that the top of this Roberto Cavalli number didn't quite cover Cyrus's, um, assets combined to make this Grammys dress wind up in the loser pile.

Amber Riley: Ryan Seacrest flat-out told "Glee's" Riley that she'd be talked about during E!'s fashion police. The unflattering wildness of the pattern on her dress makes that a possibility. But the added distraction of all that gold business on her left shoulder pretty much guarantees it.

Lenny Kravitz: He told Ryan Seacret that he was going for a nomadic vibe with all those layers of tattered leather and what appeared to be faux fur. By nomadic, did he mean evocative of "Mad Max: Beyond Thunderdome"? Because if he did, mission accomplished.

Rihanna: Okay, Rihanna is a knock-out beautiful woman. And the poofy ball gown she wore during her Grammy performance with Eminem -- the one with the skirt that mirrored the flames on the stage -- was great. But the white dress she wore on the red carpet, which looked like the unfortunate result of a tragic Christmas garland accident, demonstrates why horizontal lines are almost never a good idea on anyone.

Dishonorable mentions: Adam Levine of Maroon 5, who looked like he just plucked a dirty T-shirt out of the hamper and threw it on under a blazer, and John Mayer, who clearly went for the Johnny Depp look. And not in a good way. (Apparently USA Today thought the same thing.)

Weirdest dressed at the Grammys:

Grammy's worst dressed: Justin Bieber, Miley Cyrus, Amber Riley, Lenny Kravitz and Rihanna. (Reuters)

Note: This is not a commentary on good or bad, really, so much as a statement of fact.

Katy Perry: Did Red Bull give Katy Perry wings? Who knows? All we know is she wore them on the red carpet along with this glittery bra-meets-sarong look. She also brought her grandmother to the Grammys, which was so sweet that it compensated for the fact that Perry seemed prepared to fly back to her own, private, ample-chested heaven at any moment.

Lady Gaga: The above photo is of Gaga onstage, after she hatched from the egg in which she was incubating, the same egg in which she "walked" the red carpet. Hitting the red carpet as an embryo: that's pretty freaking strange, even for Gaga.

Nicki Minaj: Weirdness is expected of Minaj. And bless her, she did not disappoint, choosing to go full-on leopard in an ensemble she described on E! as "lioness meets her cub meets fabulosity meets" ... look, I last track of what she was saying. The mad poof of hair -- which made Scarlett Johansson's Golden Globe 'do look limp by comparison -- clearly distracted me.

Now it's your turn to rank the choices above. And if there's a fashion hit or miss that I didn't mention, feel free to call it out by posting a comment.

By Jen Chaney  | February 14, 2011; 1:01 AM ET
Categories:  Awards Season, Fashion, Music  
Save & Share:  Send E-mail   Facebook   Twitter   Digg   Yahoo Buzz   StumbleUpon   Technorati   Google Buzz   Previous: Grammys 2011: Esperanza Spalding wins best new artist award over Justin Bieber
Next: Christina Aguilera falls on Grammy stage


I doubt I'm alone in saying that Katy Perry would make a fantastic Victoria's Secret Angel. Maybe it would even inspire them to make "full-figured" bras larger than 36C.

Justin Bieber's white tux reminds me of the poor underclassmen who my high school roped into acting as escorts for dateless girls on prom night. Seriously. Show up without a date and one of these guys would walk you from your car to your table. I think they were also tasked with asking the wallflowers to dance.

Posted by: northgs | February 14, 2011 9:42 AM | Report abuse

You have seriously left out Adam Lambert in your best dressed list. He looked so sexy, yet so smart and elegant. it's not easy to combine all together, yet he did it. Please add him in. Drake was so mediocre, so conventional. Look at Adam, you will see how unconventional he was.

Posted by: AL4ever | February 14, 2011 9:51 AM | Report abuse

Posted by: AL4ever | February 14, 2011 9:55 AM | Report abuse

Photo IDs need to be corrected....

Posted by: susannajoy | February 14, 2011 9:55 AM | Report abuse

Everyone keeps saying that Lady Gaga hatched from an egg. Am I the only one who thinks it's a uterus? That's what I imediately thought when she came out on stage. She was being "born" from it...

Posted by: SweetieJ | February 14, 2011 10:37 AM | Report abuse

I thought Nicki Menaj was dressed as the Flintstone's African-American neighbor.

Posted by: kbockl | February 14, 2011 10:54 AM | Report abuse

How could you give Adam Lambert just an Honorable Mention? Others sites are calling him one of the best dressed. "Stunning" in my (and many others opinions)

Posted by: Mals | February 14, 2011 11:40 AM | Report abuse

Saying Lady Gaga is weirdly dressed is like shooting fish in a barrel. Isn't it just a given?

Posted by: Californian11 | February 14, 2011 12:04 PM | Report abuse

Wow, I do believe this year's Grammy Awards marked the lowest point EVER in award's show fashion. I made the huge mistake of looking through the Red Carpet pics during lunch and continually gagged on my food.

Posted by: JLF03 | February 14, 2011 12:46 PM | Report abuse

There were weird costumes there last night? I had no idea.

Posted by: curmudgeon6 | February 14, 2011 1:02 PM | Report abuse

I looked through 107 photos of celebrities on the Grammy Red Carpet. You know that you're looking at a bunch of LOSERS when Kim Kardiashian and P. Diddy rank among the best dressed of the night.

Posted by: sasquatchbigfoot | February 14, 2011 2:37 PM | Report abuse

Looked like a freak-of-the-year contest. Too bad these 'artists' have to draw attention by looking rediculous rather than talent.

Posted by: amac3 | February 15, 2011 11:21 AM | Report abuse

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