The most awfully memorable Oscar gowns of all time, from Demi Moore’s DIY disaster to Cameron Diaz’s floral fail

THE world will be watching as the 90th Academy Awards kicks off tomorrow evening.
While the golden statue is the ultimate prize, there’s something else that actors and actresses will be vying for - to be crowned best dressed.
Every year, fans are treated to an abundance of expensive, beautiful gowns - as well as their fair share of hideous, overly revealing and bizarre creations.
While some choices leave us envious, others have us in stitches.
Money and fame certainly can’t always buy you style - and these memorable outfits are testament to it.
Demi Moore 1989
Note to all: do not design and manufacture your own outfit. This is the result.
The bike shorts, corset feature and metallic floral-print fabric were all DIY Demi.
Just, no. Not even taking the handsome and very dapper Bruce Willis as your date makes up for this creation.
This is certainly top of Oscars "worst ever dressed" list.
Cameron Diaz 2002
We're just not feeling this look on the usually flawless and radiant Cameron.
Floral prints are popular amongst fashion's elite, however, it looks a little out of place here.
Cameron's look is a little more sophisticated garden party rather than Oscars.
Plus, the belt, turquoise bracelet and brocade bag is just wrong on so many levels.
Gwyneth Paltrow 2002
It’s unlike Gwynnie to fall short of the Oscars best dressed list, yet in 2002 she did just that.
This goth-like Alexander McQueen number appealed to no one. The sheer bodice, heavy eye make-up and braids overall contributed to a memorable look for all the wrong reasons.
Thank goodness Gwynnie hasn't repeated it since...
Susan Sarandon 1996
You can applaud Susan Sarandon’s couldn’t-care-less mentality when it comes to red carpet dressing, but this is one gown that isn’t worthy.
The fact that she matched her hair colour to her outfit is memorable enough.
Yet the heavy taffeta fabric just isn't flattering and the veil she bought with it (not pictured) didn't lend itself to "best dressed" appeal.
Anna Nicole Smith 1996
There’s a lot of things wrong about this dress.
Firstly, for anyone who is as busty as Anna was, please note that it’s important to stay far, far away from velvet.
The saccharine hue, smudged lippy and tacky brooch pushes this one to the top of the worst dressed list.
Simply, this look did nothing for the former Playboy star.
Cher 1998
Kudos to Cher, she’s not exactly concerned with what everyone else thinks of her sartorial choices (who could forget her 1986 Bob Mackie outfit?).
However, with this ensemble she falls spectacularly short.
The headpiece, hue and cut is more dire than "wow".
Sorry Cher, but this dress doesn’t get our vote.
Celine Dion 1999
It’s refreshing to see an actress dispel the Cinderella-like dress in favour of tailored suiting.
Then again, when Celine Dion tried it in 1999, the overall effect was more odd than original.
We get it, it was the late 90s and individuality was all the rage. But this backwards blazer just isn’t doing it for anyone, Celine.
Angelina Jolie 2000
This goth-like creation would be more suited to Halloween than the Oscars.
Angeline Jolie channelled Morticia Adams in 2000, when she won a Best Actress Oscar for Girl, Interrupted.
It's fair to say that she's come a long way in the style stakes. Or, maybe not? Who could forget her assertive and provocative right leg in 2012...
Juliette Binoche 2001
It would seem that the French actress had confused 2001 for 1921.
This flapper number was the inspired creation of Jean-Paul Gaultier, but it was a bit more mishmashed than nostalgic.
The pearls, corset, gloves and hair clip is just all too much for everyone to take in.
Keep it sleek and simple next time, Juliette.
Faith Hill 2002
Candy-coloured hues can be difficult to wear. But, when you try to wear five variations of it you’re really in for trouble.
Faith Hill. Great singer. Terrible Versace dress.
Next time, leave the candy hues at home. Or just go for the one, not the whole rainbow.
Charlize Theron 2010
Figuratively, this Dior number ticks all the fashion boxes. Logistically, it's just plain bizarre.
Charlize Theron carries it well, but the swirled-bodice design is really unflattering.
Luckily, it was just a one-time fail for Charlize and Dior; their fashion partnership has certainly upped its game in recent years.
Heidi Klum 2016
This lavender chiffon number is not doing it for Heidi.
With huge gaudy flowers and a terrible awkward-cleavage cut-out, this was one of 2016's biggest Oscars fashion faux pas.
The look was courtesy of Marchesa. We wouldn't be surprised if this was the last time Heidi wore anything from that fashion house...
Kate Winslet 2016
This latex inspired number was just not a good look for the usually glorious Kate.
It had a rather unimaginative cut and bland style, which the actress accompanied with beachy waves and peach lipstick.
It's not the most flattering dress Kate has ever worn. She can definitely can do better.
Scarlett Johansson 2017
It's not a bad dress. As you can tell from above, there's been a lot of worse.
But the whimsical pink print and studded belt combo just isn't working here.
It's too informal and feels a little busy. Plus, the studded heels are utterly incongruous with the floaty, feminine design of the dress.
Better fashion luck this year, Scarlett.
MOST READ IN FABULOUS
In other news, do you want to know what the 10 most awkward Oscar moments are ever? Read this, some of them will make you cringe!
Similarly, these are the worst red carpet malfunctions ever. You'd though the A-listers would have learnt by now, but something always goes amiss on the night.
And nothing spells faux pas more than calling out the wrong name at the Oscars - and there's a bizarre conspiracy theory going around about how La La Land got called out for Best Picture.