Gwyneth Paltrow Reveals Her Worst Oscar Fashion Moments

Hindsight is 20/20 and that couldn’t be more applicable than to fashion choices. There’s nothing worse than looking at old photos and saying WTF was I thinking putting on that heinous thing. It’s even more magnified for celebs because all their fashion missteps are documented on the internet forever. Like US magazine says… stars, they’re just like us 😉

Oscar winner Gwyneth Paltrow recently revealed her worst Oscar red carpet moments. If you have a great memory, I’m pretty sure you can figure out what one of her least flattering looks is. Remember back in 2002 when Gwynnie decided to go all goth on us in Alexander McQueen. The raccoon eyes, side braid and the lack of a bra all came together for a God awful look. Paltrow still maintains she likes the dress, but just wishes she had worn less makeup, simple beachy hair and of course… a bra. Find out what her other fashion faux pas is below. PS. It’s not that Ralph Lauren pink dress she wore when she won her Oscar for Shakespeare In Love.

Gwyneth’s Worst Oscar Dresses

Surprisingly, she picked her 2000 Calvin Klein ensemble. It’s not the best look ever, nor the worst IMHO. I still maintain that her Ralph Lauren pink frock should be on her list. It was ill-fitting and the bust line was all kinds of wrong.

Gwyneth’s Favorite Oscar Look

Paltrow chose her white Tom Ford ensemble with a matching cape as her best Oscar fashion moment. It’s nice but my favorite is…

My Favorite Gwyneth Oscar Dress

There’s something about this Zac Posen creation I like. The whole look is Hollywood glamor at its best.

Do you agree with Gwyneth’s critiques about her Oscar fashion history? What do you think her best and worst looks are? Sound off below.

  • Rob

    I think her most memorable is the pink frog though, the one she wore when she won the oscar I think..
    I don’t remember if it was ugly, you should portray it here as well!

  • OdetoFear

    I hated that pink dress. At the time i was 14 so i really didn’t care, but people keep referring to that dress as one of the Best in Oscar History and i really don’t see why. It looks like a standard prom dress.