Unexpected Fashion Greats

Chris Brown reportedly smashed a window after being questioned about his domestic violence incident with Rihanna on Good Morning America. From Tom Cruise to Björk, see the top 10 interviews gone awry!

George Birch / AP Photo; Evan Agostini, ImageDirect / Getty Images

George Birch / AP Photo; Evan Agostini, ImageDirect / Getty Images

Barbara Streisand, 1969

This is another case of history repeating itself. Barbra Streisand was called one of the worst-dressed stars when she wore a see-through Arnold Scaasi dress to the 1969 Academy Awards—where she took home the Best Actress Award for Funny Girl. Back then, her revealing outfit was very progressive. Years down the road, Chloë Sevigny seemed to reference Streisand in a see-through sequined Chanel dress at the Vanity Fair Oscar party in 2001. Sevigny, like Streisand, is known for being a fashion renegade and pushing the envelope on the red carpet constantly.

Demi Moore, 1989

Demi designed this dress herself and it was fully realized by her. We’ve never seen anything like this on the red carpet again. It’s truly 100 percent original. She has a banging body—and glitzed and glammed it up with a gold lamé. And she owns it to this day. I don’t think there’s a regret in her mind about wearing this. And nor should she regret it—it’s truly 100 percent original. It’s clear to me that Whoopi Goldberg really enjoyed this look when she referenced it with a green and purple jumpsuit at the Academy Awards in 1993. And although she didn’t go for the biker short, Whoopi went for bold color and a jaunty pant. Demi gives a full look of the body, but Whoopi gives a peek-a-boo. In a way, Whoopi is more Show Girls and Demi is more Fashion Girl.

Ron Galella, WireImage / Getty Images; Moraes Barros Filho, WireImage / Getty Images

Kim Basinger, 1990

At the Academy Awards in 1990, Kim Basinger wore an asymmetrical satin ballgown that she designed herself. It's like Tommy Two-Face, you never know who you're going to get. It changes depending on which side you're on! But Basinger was actually onto something: it is two gowns in one. This look is highly editorial—with lots of flare. Now you might see it in the pages of French Vogue, in a Rihanna music video, or on someone who pushes fashion boundaries. We're still talking about this gown because it's unconventional, and it's progressive for its time. It takes a brave woman to wear a gown like this. A dress from Viktor & Rolf's Spring 2011 runway reinterprets Basinger's gown in a more high-fashion, and distinctly editorial, way.

Ron Galella, WireImage / Getty Images; Karl Prouse / Getty Images

Geena Davis, 1992

There's a lot happening here! The dress itself, I don't mind. It's the hose and the shoes I find so scary. I'm all for a tight, or a sheer nylon. But we have to hand it to Geena—who was nominated that year for her role in Thelma & Louise—because that silhouette came back in a major way in Balmain's Fall/Winter collection in 2009. The silhouette has been repeated a lot recently, and not just with Balmain: Versace has done it—and Carey Mulligan's beloved Prada dress at last year's Oscars was also short in the front and long in the back. If somebody wore Geena's dress now with the right Christian Louboutin bootie, they'd kill it on the red carpet.

Chris Pizzello / AP Photo; Grant Lamos IV, Fashion Wire Daily / Newscom

Celine Dion, 1999

I'm Canadian, so I don't believe Celine Dion can do any wrong—she's basically the Queen of Canada. But I get why people didn't like her Christian Dior suit at the Academy Awards in 1999. I remember seeing it and thinking it was kind of chic from the front: The silhouette is clean, and I liked that she was wearing pants and not some crazy over-the-top gown. I do like a little element of surprise on the carpet, but I wasn't expecting the whole Kriss Kross effect. ( Kriss Kross were a rap duo in the 1990s who wore their clothes backward.) Then there's also the Gangster Effect, with the hat and the glasses. Don't get me wrong—Celine gave it on the red carpet. That's half the battle of the stylist: making sure the person is wearing what they love. And she loved what she was wearing. But on Donna Karan's Resort 2011 runway, it looks like that suit turned around.

Steve Granitz, WireImage / Getty Images; Larry Busacca / Getty Images

Björk, 2001

Björk's swan dress has gone down in history. But she was actually Lady Gaga before Lady Gaga. People have forgotten that Björk actually laid eggs when she walked down the red carpet in this Marjan Pejoski dress. And though Gaga was inside one, it was Björk who laid them. It may have been a “worst” of its time, but we've seen Björk's look repeated over and over again by several different designers. With all its tulle and texture, this dress may be an early forebear of Dior. And the swan motif was integrated into Riccardo Tisci's most-recent Givenchy Couture collection. And for Fall/Winter 2010, Marchesa (pictured here) debuted a short tulle dress that seemed like a direct descendant of Björk's swan. If Björk hadn't donated her dress to a charity auction, Anna dello Russo would wear it in a heartbeat.

Reed Saxon / AP Photo; Karl Prouse, Catwalking / Getty Images

Diane Keaton, 2004

This is quintessentially Diane Keaton. This is what she does—and what she does well. I wouldn't expect her to show up in a Marchesa gown. I would wear every single one of the pieces from her Ralph Lauren look in 2004. Diane Keaton was ahead of her time and always has been. I believe that when you're doing menswear on a woman, there has to be at least one feminine element—either a super high shoe, or a cropped high pant—but that's just not in Diane Keaton's wheelhouse. We saw a recent version of the look in Thom Browne's Fall/Winter 2011 collection.

Getty Images

Cher, 1986, 1987…2010

People were clearly talking smack about Cher's Bob Mackie getup in 1986—and then she repeated it! Cher has always followed the beat of her own drum. You can put her on the worst-dressed list year in and year out, and Cher will still call Bob Mackie up and get him to repeat it. She totally doesn't care. Even last year—on stage with Lady Gaga at the VMAs—Cher directly referenced her ‘80s Oscar look. And that's why the gays love her.