Oscar Fashion: The Hottest Looks

Red-carpet hits from the intersection of Hollywood and design.

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Sandra Bullock

She predicted that Meryl Streep would win, but she was wrong. When Bullock (wearing metallic and lace Marchesa and her own Neil Lane diamonds) went on stage to accept her Best Actress Oscar, hubby Jesse James put two fingers in his mouth and whistled. "Did I really earn this or did I just wear you all down?" asked the self-deprecating star at the mic. After the show, she told a reporter that the next day would be very down-to-earth again: "I will go to the grocery store and I will pick up a very sweet six-year-old from school."
Photo by: Rick Salyer/A.M.P.A.S.

Penélope Cruz

Last year’s Supporting Actress winner (for Vicky Cristina Barcelona) and a nominee this year (for Nine), Cruz wore a satin pleated Donna Karan couture gown and Chopard jewels. She held hands with boyfriend Javier Bardem while seated in the audience.
Photo by: Matt Petit/A.M.P.A.S.

Demi Moore

Moore embodied two of the evening’s big trends-pale blush colors and ruffles-in a gown by Atelier Versace. She accessorized with jewels by Van Cleef & Arpels and Versace heels.
Photo by: Matt Petit/A.M.P.A.S.


Not only did Best Supporting Actress winner Mo’Nique thank Hattie McDaniel, the first African-American performer to win an Oscar, in her acceptance speech, but she also paid tribute to the Gone With the Wind star through her choice of dress. "The reason why I have on this royal blue dress is because it’s the color that Hattie McDaniel wore in 1940 when she accepted her Oscar," she told reporters after her win for her portrayal of an abusive mother in Precious. "The reason why I have this gardenia in my hair [is] it is the flower that Hattie MCDaniel wore when she accepted her Oscar." Mo’Nique’s gown is by Tadashi Shoji.
Photo by: Michael Yada/A.M.P.A.S.

Tina Fey

The 30 Rock star promoted her upcoming movie with Steve Carell, Date Night, on the red carpet and had fun presenting the Best Original Screenplay Oscar with Robert Downey Jr. She wore a one-shoulder Michael Kors gown beaded to look like leopard print and Stephen Russell earrings.
Photo by: Richard Harbaugh/A.M.P.A.S.

Kathryn Bigelow

Bigelow made history by becoming the first woman to win a Best Director Oscar, for The Hurt Locker. Right after, she looked positively shocked when she was called to return to the stage to pick up a second Oscar, for Best Picture. "I dedicate this to the women and men in the military who risk their lives on a daily basis in Iraq and Afghanistan-and may they come home safe," she said. On the fashion front, this age-defying beauty (she’s 58!) shined in an Edition Soir Yves Saint Laurent by Stefano Pilati gown.
Photo by: Matt Petit /

Vera Farmiga

A Best Actress nominee for Up in the Air, Farmiga was a standout in a magenta fan-pleated Marchesa gown, accessorized with Fred Leighton jewelry and Christian Louboutin heels. "I’m never recognized," she said on the red carpet. "I had to tell a recent driver of mine that I was nominated for an Oscar, and he said, ‘Oh, for what? For costumes?’ "
Photo by: Michael Yada/A.M.P.A.S.

Kate Winslet

Last year’s Best Actress winner (for The Reader), Winslet presented the Best Actor Oscar to Jeff Bridges. She looked elegant in a silver Yves St. Laurent gown with bustier and a Tiffany necklace reportedly worth $2.5 million.
Photo by: Bob Charlotte/PR Photos

Maggie Gyllenhaal

The Best Supporting Actress nominee (for Crazy Heart) opted for a print column by Dries van Noten and vintage Fred Leighton jewels.
Photo by: Matt Petit/A.M.P.A.S.

Helen Mirren

Nominated for Best Actress for her turn as Leo Tolstoy’s wife in The Last Station, Mirren was the picture of elegance in a silver Badgley Mischka gown paired with dazzling Chopard jewels.
Photo by: Michael Yada/A.M.P.A.S.

Jennifer Lopez

There to present the award for Best Original Score and promote her upcoming movie, The Backup Plan, Lopez wore a sculptured Armani Privé gown with Ferragamo heels and Cartier diamonds. The voluminous, Swarovski-studded side-train was a late-breaking addition to her look. "You have to be able to walk around in it all night and it has to have that ‘wow’ factor," Lopez said on the red carpet.
Photo by: Bob Charlotte/PR Photos

Meryl Streep

"I kind of am pulling for all the young gals," Streep, who earned a record-breaking 16th nomination for her role in Julie & Julia, said before the ceremony began. Her flattering Chris March dress, which she paired with diamond and black onyx jewels by Fred Leighton, a Swarovski clutch and Jimmy Choo shoes, was as classy and bright as her attitude.
Photo by: Bob Charlotte/PR Photos

Oprah Winfrey

The Precious executive producer introduced the film’s Best Actress nominee, Gabourey Sidibe, in a gorgeous Carolina Herrera gown. Equally beautiful? The talk queen’s speech about the young actress, who was wiping away tears by the end of the tribute.
Photo by: Michael Yada/A.M.P.A.S.

Barbra Streisand

The legendary star and director presented the Best Director Oscar to Kathryn Bigelow in a tuxedo gown by Randolph Duke (her own beaded Victorian lace blouse added feminine flair). "The time has finally come," she said before announcing Bigelow as the first woman to take home the award.
Photo by: Michael Yada/A.M.P.A.S.

Charlize Theron

Theron’s lilac Dior Haute Couture gown drew comment -largely negative-for the rosettes on the bust. They made a little more sense when viewed from the side, merging into the dress’s sweeping train. Her diamond bracelet is vintage, from Harry Winston.
Photo by: RD/Kirkland/Retna Digital

Michelle Pfeiffer

Pfeiffer, red-hot in Carolina Herrera, paid tribute to her Fabulous Baker Boys costar Jeff Bridges, who went on to win a long-overdue Best Actor Oscar for Crazy Heart.
Photo by: John Farrell/A.M.P.A.S.

Cameron Diaz

This perennial red-carpet standout shined in a gold strapless gown by Oscar de la Renta and jewelry by Cartier.
Photo by: Matt Petit/A.M.P.A.S.

Mariah Carey

The pop diva showed off her unglamorous side as the social worker in Precious, but she was all about the glitz on Oscar night, wearing a curve-hugging Valentino Haute Couture dress with a high slit. ("I had them build a body suit," she said on the red carpet. "I was concerned about a Marilyn moment.") She accessorized with a Judith Leiber bag, an H. Stern diamond bracelet and Chopard diamond earrings.
Photo by: RD/Kirkland/Retna Digital

Elizabeth Banks

Banks looked lovely in Versace, accessorized with Fred Leighton diamonds and a Ferragamo clutch. She hosted the Scientific and Technical Awards prior to Oscar night ("otherwise known as the ‘nerd Oscars,’ " she said on the red carpet).
Photo by: Richard Harbaugh/A.M.P.A.S.

Queen Latifah

The star was radiant in lavender satin by Badgley Mischka Couture, with diamond and pink sapphire jewels from Chopard.
Photo by: RD/Kirkland/Retna Digital

Mariska Hargitay

This recent MORE cover star rocked a ruffled Vera Wang gown and Fred Leighton jewels.
Photo by: Bob Charlotte/PR Photos

Julianne Moore

She spoke eloquently about Best Actor nominee Colin Firth, her costar in A Single Man, and turned heads in her shimmery Calvin Klein gown and Bulgari diamonds (Moore is the new face of Bulgari).
Photo by: Michael Yada/A.M.P.A.S.

Suzy Amis (with husband James Cameron)

Amis’s brilliant blue gown ("Na’vi blue," said Avatar director Cameron, who accessorized with a matching pocket square) was the winning creation in a contest for stylish ecofriendly design. According to ecorazzi.com, it’s a "zero waste" design made with silk derived from cocoons without killing the silk worms inside. Jillian Granz, a Michigan State University senior, created the gown. (Future Project Runway contestant?)
Photo by: Matt Petit/A.M.P.A.S.

Paula Patton

The Precious costar showed off her baby bump (her husband is singer Robin Thicke) in an orange Carolina Herrera gown; Martin Katz jewels were the finishing touch.
Photo by: RD/Kirkland/Retna Digital

Molly Ringwald

The ’80s icon, draped in purple with strong golden accents, paid tribute to the late John Hughes along with other stars of that director’s films, including Matthew Broderick, Macaulay Culkin and Ally Sheedy.
Photo by: RD/Kirkland/Retna Digital

Sigourney Weaver

Weaver wowed the crowd in a one-shoulder Lanvin design, a Neil Lane brooch and Jimmy Choo heels. Avatar, she said, "was the most ambitious script I’d ever read."
Photo by: Bob Charlotte/PR Photos

Faith Hill

The country singer, attending with her singer-actor husband, Tim McGraw (a star of the nominated pic The Blind Side), wore a black dress with high-slit lace inserts that had critics divided.
Photo by: Bob Charlotte/PR Photos

Jane Seymour

Seymour sizzled in a vibrant David Meister design.
Photo by: Bob Charlotte/PR Photos

Sarah Jessica Parker

The fashionista made a strong statement in a pale yellow Chanel couture gown with silver embroidery at the bodice and Fred Leighton jewels. "I have to give the dress back tomorrow, but tonight it’s all mine," she said on the red carpet."The novelty [of getting dressed up] has not worn off for me." *FOR A SLIDESHOW OF CELEBRITY HAIRSTYLES WE LOVE, CLICK HERE*
Photo by: RD/Kirkland/Retna Digital

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