Top Ten Best Vintage Dresses on the Red Carpet

1. Jennifer Lopez in vintage Valentino, Oscars 2003

Who can forget this vintage Valentino dress? This mint green asymmetrical dress was originally owned by Jackie O. Over 30 years later, J.Lo rocks the dress at the Oscars and makes it her own.

2. Chloë Sevigny in vintage YSL, Golden Globes 2013

This off the shoulder dress worn by Chloë Sevigny at the Golden Globes three years ago is so on point for this year’s spring collection. I’m so in love with it’s bold graphic print and high slit sarong skirt. I need to find me a dress like this!

3. Renee Zellweger in vintage 1950s Jean Dessès, Oscars 2001

Renee made her mark in Hollywood with this vintage 1959 Jean Dessès gown. The canary yellow chiffon was extraordinary. She definitely brought Old Hollywood glamour back.

4. Vanessa Paradis in vintage Chanel, Oscars 2004

Vanessa Paradis proves that you don’t have to show a lot of skin to turn heads. Her dress was elegant and sophisticated, just how Coco Chanel would have wanted an Oscar dress to be.

5. Winona Ryder in vintage 1940s Pauline Trigére, Oscars 2000

Winona wears this vintage 1940s Pauline Trigére dress oh-so-well. Despite being a ’40s-era dress, she makes it look so fresh, modern, and like it was made for her. This is the way I think vintage looks best.

6. Reese Witherspoon in vintage 1950s Christian Dior, Oscars 2006

The beading on this vintage 1955 Christian Dior dress looks like a dream. Reese’s smile makes it everything.

7. Penèlope Cruz in vintage Pierre Balmain, Oscars 2009

I love Penèlope. Here she looks glamorous and approachable at the same time. For the Oscars in 2009 she chose to wear this gorgeous vintage Balmain dress. The gathering and embroidery on the skirt looks divine.

8. Marissa Tomei in a vintage 1950 Charles James dress, Oscars 2011

I love the midnight blue color of this vintage Charles James dress. Marissa has an air of retro Hollywood with this look but I love that her hair is done in loose waves to keep her looking modern and now.

9. Natalie Portman in a vintage 1954 Christian Dior dress, Oscars 2012

I think it’s awesome Natalie chose to wear polka dots on the red carpet. Because it’s not a print you would think of for a red carpet dress, there’s this unexpected element to it, but don’t get me wrong this vintage Dior dress is clearly still worthy of the red carpet.

10. Amber Valetta in vintage James Galanos, Costume Institute Gala at the Met, 2009

Amber Valetta looks positively radiant in this vintage James Galanos dress at the Met’s Costume Institute Gala in 2009. Between this dress, Renee Zellweger’s dress, and Alicia Vikander’s lemon sorbet Louis Vuitton dress at this year’s Oscars, I’m definitely warming up to the color yellow in my wardrobe this season!

Honestly I have to say I didn’t know these dresses were vintage until I did a bit of digging into the subject matter. They all look like they were especially made for the actresses who wore them, which just goes to show how timeless, fresh, and show-stopping vintage fashion can be.

Which dress was your favorite?

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