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15 Celebs Who Should Not Have Worn That Outfit

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15 Celebs Who Should Not Have Worn That Outfit

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Chances are your favourite celebrity has a personal stylist, a person whose job is solely dedicated to making sure they look as good as possible. They style their hair, pick out their clothes and make sure everything has just the right fit. In 2016, there is absolutely no excuse for any celebrity to not always look their best. Even the weirdest and most iconoclastic always have someone making sure their brand comes together.

It’s one of the reasons why the ‘Worst Dressed Lists’ that used to be so popular in the 1990s have gone out of style. Back in the day, it seemed like even the very best celebs had an off day, where they just weren’t looking their best. Other celebrities seemed to have absolutely no taste at all and regularly put on the worst possible outfit. This was the golden era of the Richard Blackwell best and worst dressed of the year. It honestly has gotten a little boring now, with a lot of the celebrities making the list being the biggest risk takers or the biggest characters. Yet, in service of this list, there are still a number of really bad style decisions going on in the public eye. While this list is mostly focused on recent years, some particularly bad outfits from the past squeaked on. Who are the worst dressed celebrities right now?

15. Trainwreck

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via bigstockphoto.com

Jenny McCarthy is a trainwreck. This former Playboy model and current anti-vaxxer spokesperson is a vacuous void. This outfit proves that interior ugliness sometimes peaks out, even when you’re really pretty, and kinda totally super hot. Everything about this looks pulled together from the discount rack at Forever 21 and our mom’s vintage Studio 54 costumes. The fact that the camera’s flash reflected off her incredibly awful belt only serves to emphasize that this is an outfit to look away from. The belt might be the worst part of the outfit, but the monochromatic red tones don’t really help anything. This is clearly meant to look retro but looks like a kid’s idea of what a gogo-dancer might look like, scraped together from the discount bin. Even as teens we knew better than to put together so many clashing reds, apparently that’s something that McCarthy never quite picked up.

14. Oh, Honey

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via bigstockphoto.com

Back in the early 1990s, Madonna was super edgy. Then she went all hippie on us with Ray of Light and she’s never quite recovered. Nearing 60, Madonna is trying to compete with people like Lady Gaga and Miley Cyrus for shocks and is only coming across as a MILF in denial. Her appearance at the Met Gala as a weird dominatrix was terribly upsetting. At this point, we would pay more attention to her if she dressed down and put on some normal clothing. Not only is it no longer shocking compared to her most daring and sacrilegious antics of her past, but it makes her seem even older than she is and completely out of touch.

13. Bad Bowie

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Lady Gaga performing the David Bowie tribute was all kinds of wrong, and this Ziggy Stardust tribute look is one of the worst looks Lady Gaga has ever tried to pull off. Gaga gets a lot of grief for her boundary-pushing looks, but we don’t actually have too much of a problem with her meat dress and other truly out there appearances – they feel a part of some grand appearance. This, though, is just pure cringe. Gaga was the wrong choice for a Bowie tribute, and this look feels like a mockery rather than an homage to the late-great artist. Everything about it looks cheap and ripped off. We much prefer the much zanier and weird Lady Gaga.

12. Grandma Pants

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via bigstockphoto.com

Scarlett Johansson is one of the hottest women alive, but you would never guess it by looking at this outfit. Channeling a 70-year-old Debbie Reynolds, ScarJo looks like she’d fit in on a beachside resort in Florida with our grandparents in this outfit. Everything about it screams Octogenarian, down to her highlighter colored sandals. The stunning Scarlett Johansson is far too young to try and look like a grandma. The color also does no service to her skin tone, washing her out completely, making her seem quite sickly. We have no idea what she was thinking when she put this outfit on. In Scarlett’s defence, if she was actually the grandmother she is dressed as she would look really spectacular for her age.

11. The Curse Of The Teen Choice Awards

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The Teen Choice Awards is always pretty much a set-up for some really bad looks. Usually, it’s slightly older actors or performers (like, in their late 20s, so totally old like you know), not vibrant teens like Chloe Grace Moretz. Sure in 2014 Moretz was barely 17, but she should have known better than this. Part toreador, part misguided beach party, this outfit does absolutely no favors to the young star. Picking out bad fashion at the Teen Choice Awards might be like shooting fish in a barrel, but there is still no excuse for this nightmare outfit. We almost want to excuse Moretz for this, because she’s come a long way, but it’s important to note that not everybody is perfect and we all have skeletons in our style closet.

10. So Edgy

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via bigstockphoto.com

Jared Leto is SO damn edgy. The softest bad boy to ever grace the screen, Leto has somehow squeezed up alongside Christian Bale, Leonardo Dicaprio and Daniel Day-Lewis, as one of the biggest risk-taking actors. As far as we’re concerned, the jury is still out, and Leto might very well be the oldest ever “teenage boy who is totally passionate about acting and is really serious about it and you will never understand him”, ever. One of the reasons he is absolutely unbearable (aside from the stories from the set of Suicide Squad, which make him seem like the absolute worse), is his decision to dress like a white version of Pharrell. What is he thinking here with the sparkles and the open shirt and the awful hat? Leto is also apparently a rockstar as the lead singer of 30 Seconds to Mars, and while rockstars get a bit more leeway than regular folks in terms of bad outfits, this still crosses the line.

9. Matron Chic or Whatever

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via bigstockphoto.com

Rosanna Arquette is not unattractive for an older woman, but it seems like she’s trying her very best to convince us otherwise. The amount of things wrong with this outfit is nothing short of miraculous. From the tips of her toes (which are somehow visible in spite of her wearing socks) to her insanely broad-shouldered jacket, this outfit is disastrous. The material is completely old fashioned and makes her clothing look like something designed for a high school play. The cut of the dress is matronly, making her look about twenty years older than she is. Nothing about this is flattering, none of this looks good. Arquette is, unfortunately, a serial offender of bad sartorial choices, but this one more or less takes the cake. When you’re not the worst dressed Arquette when David is still running around, you are in big trouble.

8. The Barney

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via bigstockphoto.com

Ill-fitting and nightmarishly colored, this dress does no favors to LeAnn Rimes. Why is the bottom of the dress dragging along the floor? Why is it so ill-fitting in the front that it makes her look pregnant? Did Leann Rimes drink the wrong potion and shrink to half her size between the time of picking this dress out and finally putting it on? And that color, oh that color. Somewhere between Barney the Dinosaur and vomit after drinking a little bit too much wine on an empty stomach, it is pretty literally blinding. We have to believe that Rimes thought this looked sexy and nobody had the heart to break it to her that it makes her look like a small child wearing her mother’s old bridesmaid dress. Rimes worked very hard to get thin and stay fit, unfortunately, outfits like this do no favors to her new physique.

7. Serial Offender

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Lena Dunham looks very much like an attractive normal person you might have a university class with or sit beside at a coffee shop. She has curves, but it seems as though she is completely incapable of dressing herself. We all have a friend who is a bit more chubby than Dunham who know very well how to dress themselves to be absolute knockouts. Lena, though, seems to fight looking good with every fiber of her being. Her outfits are consistently unflattering: the wrong size, the wrong cut, and the wrong color. Nothing about this seems to fit her body and it only serves to accentuate her flaws. Dunham, as evidenced by her Vogue shoot in 2014, is more than capable of looking good – she just seems to not want that. Dunham is still young and has a lot of time to grow – we genuinely hope she finds someone to work with her in order to help her looking better.

6. Figure Skater Chic

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via bigstockphoto.com

Undeniably Kaley Cuoco has one of the hottest bods in the biz, but dressing like this… you would never guess it. An outfit that most dancers and figure skaters would turn down for being too tacky, Cuoco somehow thinks she can pull it off. The cut-out sections conceal rather than accentuate her curves, making her look very boxy and don’t do any favours to her normally fabulous bust. This looks like the kind of dress your prom date would wear in the early 2000s, thinking she was being very sophisticated when in fact she looks very much like a teenage girl trying to look older than her years and failing spectacularly at it. Cuoco is capable of looking much better and has everything working in her favor, so we still don’t know what possessed her to put this costume on.

5. So Hot, And So Not

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via bigstockphoto.com

It’s literally bewildering that someone as hot as January Jones could be such a poor dresser. Why is she wearing an outfit inspired by our grandmother’s tea cozy? And not even the nice ones she keeps for special occasions. Ill-fitting, unflattering and conceptually nightmarish, Jones even seems to undo the hot precedent she set on Mad Men and X-Men with this awful outfit. It really doesn’t help that her makeup is as equally offensive, the lip color not only poorly applied, but unflattering to her coloring. Jones looks like a new-school Grace Kelly, but she’s lacking a really important ingredient: her style. Maybe the smartest style move that Jones can make at this point is to fully embrace her retro looks and go vintage like Dita Von Teese.

4. Measles Barbie

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Beyonce usually looks amazing. One of the best-looking and best-dressed women in Hollywood, it’s unusual that she makes such an awful faux-pas. While the Met Gala is always THE place to take style risks, we’re really not sure what Beyonce was thinking with this look. At best she looks like a plasticized dollar store shower curtain, at worst like a used condom. The latex material is terribly unflattering. This look is not helped by her off-tone makeup, which darkens her features. Luckily Beyonce went on to redeem herself with Lemonade, because this is a trainwreck for The Queen. They say the best revenge is living well, and let’s just say that this costume doesn’t make a convincing case that Beyonce is sticking it to Jay-Z.

3. Flower Power

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via bigstockphoto.com

Miley Cyrus has worked very hard to convince us she’s not normal and super cool. Outfits like this prove she’s “not like the other girls” – queue the eye roll. This flower costume is not particularly salacious, it’s not particularly boundary pushing and it’s not particularly interesting. There are a lot of pretty terrible ingredients that have gone into making this into a bad costume, from how cheap the flower looks, to Miley’s awful hair. We’re not really the kind to judge whether or not she’s guilty of cultural appropriation, but the dreadlocks never suited her and always felt “wrong”. While the weird tattered colors she’s putting in her hair seem to kinda fit her awful flower, that doesn’t make them forgivable. While Lady Gaga has also made this list, at least the people working with her seem to have a greater sense of performance art, something Cyrus is severely lacking.

2. Girls Gone Wrong

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The girls of Girls are unfortunately well represented on this list. Zosia Mamet, maybe the most adorable and loveable of the titular girlfriends from HBO, usually pushes boundaries with how she presents herself. This outfit, though, we’re not sure what to make of it. It almost sorta looks like our mom tried to dress “young and hip”, but also looks like a teen trying to dress older than she is to get into that cool club the old people hang out at. The stars, the layers of weird cheap sheer material and the almost Mormon-like need to cover all possible exposed skin just brings together so many awful threads. Mamet’s makeup do no favors, in this case, especially her overdrawn eyebrows that are incredibly unflattering. The only thing this outfit has going for Zosia is that it’s incredibly on brand, and is precisely the kind of costume that Shoshanna on Girls would think was super cute.

1. For The Love Of Ozzy

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We’re not sure how she got the gig, but Kelly Osbourne has somehow worked her way from whiny emo teen on a second rate reality show to a weird emo adult who is apparently a fashion designer. Okay, breath people. Yes, Apparently Kelly Osbourne not only hosts Fashion Police, but she actually designs clothes – professionally that apparently people pay for. And she leaves the house, looking like this, in what is presumably something she herself put together. Not only does this look uncomfortably tight (ill-fitting clothes are always a rookie mistake) but looks like the off-brand Christmas wrapping paper, or crumpled up candy wrappers. The nightmare version of Katy Perry‘s Teenage Dream aesthetic, this unbelievably makes Perry’s bubblegum-inspired look seems transgressive and high fashion. It just doesn’t seem right that Osbourne is allowed to judge other people’s clothes while she willingly leaves the house looking like this.

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