My Picks For The 20 Fugliest Red Carpet Oscar Dresses Of All Time.

20 Ugliest Oscar Dresses of all time

As I watch today’s Red Carpet for the 85th Oscars, I’ve decided I have to share with you the absolute most hideous dresses from the past – in no particular order. Several sites and blogs feature the ugliest dresses ever worn to the Oscars, but, as is typical, I disagree with many of them. So, I’ve decided to post my own pics of what I feel are the 20 most hideous frocks ever worn to the Academy Awards.

Ugliest Oscar Dresses Of All Time

There are times when even the most beautiful people make some really ugly choices. Most of these are from the day before celebrities had ‘stylists’ – people whose good taste they pay for. But when left to their own devices, even women we thought could never look bad, proved us wrong when they stepped onto the red carpet in these. The Ugliest Oscar Dresses Of All Time.

View at your own risk.

Sally Kirkland:

Helena Bonham Carter:


Kim Basinger:

Demi Moore:

Celine Dion:


Barbra Streisand:

Faye Dunaway:

Geena Davis:

Lara Flynn Boyle:

Faith Hill:

Gwyneth Paltrow:

Jennifer Connelly:

Kate Hudson:

Melanie Griffith:

Sophia Loren:

Uma Thurman:

Whoopie Goldberg:

Anna Nicole : I initially wasn’t going to include this because I don’t like mocking someone who is not around to defend herself, but Anna Nicole’s tight turquoise velour dress had to make the list. It looks cheap – and more absorbent than a Bounty paper towel:

You don’t see many dresses this ugly anymore, especially on the likes of big celebs who, after making the worst-dressed list for that year, wised up and hired stylists. Demi Moore and Kim Basinger (both of whom designed the dresses you see them wearing here) never made as bad a fashion faux pas again.

During tonight’s Oscar’s broadcast, I’m expecting the ugliest visual offenses to be Botox injections and plastic surgery.

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