11 Famous Faces Photographed At Their Worst

Celebs are usually skilled in the art of posing for pictures. Since they are photographed all the time, it’s not surprising some pictures, every now and then, don’t come out exactly as expected. Eithe

Celebs are usually skilled in the art of posing for pictures. Since they are photographed all the time, it’s not surprising some pictures, every now and then, don’t come out exactly as expected. Either taken at a bad angle or bad timing or the result of bad hair, makeup and wardrobe choices, some perfectly stunning stars become stunning in a not so good way sometimes. Here are 11 celebrities who took some pretty bad pictures. Either way, a bad day or a bad decade makes for some regrettable photography. None of these people should have left the house on the days these pictures were taken.

12 Jennifer Aniston

We can all agree that Jennifer Aniston rarely (if ever) takes a bad picture. But here, she has short hair, no makeup and awful skin. She actually looks her age. Also, what’s that scar on her neck? We’ve never seen that before. Is she hurt? It turns out that Ms. Aniston is just in character for her latest movie, Cake. We all know playing ugly pays off well during awards season and she was just nominated for a SAG Award for looking pretty bad. Sometimes taking the worst picture can mean winning Best Picture or at least Best Actress.

11 Lady Gaga

Ahh, our favorite little weirdo, Lady Gaga. Unfortunately though, no one is really going gaga for Lady Gaga in this unfortunate picture of the pop star. The only thing less flattering than her wig/toupee is that bra she’s wearing. Furthermore, someone should have told her that the year 1993 called and it wants its necklace back. This picture was taken in Cannes, but someone should have told the singer she can’t wear that entire ensemble. Also, where are her eyebrows? Shouldn't she have at least matched them to her two-colored wig? Maybe, one white and one black...

10 Khloe Kardashian


Khloe Kardashian should never dash out of the house without washing or even brushing her hair first. And let's be honest here, she knew darn well that the paps were going to take her picture. Also, with all of her cash, perhaps she could have bought a thicker shirt because the one she is wearing is a tad too sheer; it’s hard not to see her nipples. Or maybe Khloe should have tried a different bra. And while many people criticize her for not being as pretty as her sisters Kim and Kourtney, it certainly proves to be true in this picture.

8 Lindsay Lohan

Lindsay Lohan has taken some pretty good pictures (after all, she does a lot of modeling) and some pretty bad pictures, as well, but everything about this picture is just wrong. Was she trying to look bad? First of all, she’s way over tanned, which is a horrible contrast to her over bleached hair. And it's hard not to mention the trout pout. At least her gold makeup matches her gold roots. Nothing about this picture is golden, down to her outfit. Did she wear a bathrobe as a coat outside? And is she posing with her eyes closed? We wonder if she actually think she looks good.

7 Pippa Middleton

Sometimes “Her Royal Hotness” is just her royal notness. The sister of Kate Middleton is known for having equally stunning looks to the princess, but it certainly doesn't show in this picture. Photographed on a bad day, looking tired and unfortunately without makeup, the only way to describe poor Pippa is this picture is royally awful. Not to mention that sweater. With so little sleep, she probably wasn’t thinking clearly when she made that fashion faux pas. Also, why didn’t she at least comb (or at the very least, wash) her hair?

6 Mischa Barton

OC, more like oh no! Mischa Barton looks like an absolute mess. Before she was a huge television star (and then decided to walk away from it), Mischa was actually a child model, who graced print ads for designers such as Calvin Klein and in magazines like Martha Stewart Weddings. So, even Mischa should know how to take a good (or at least decent) picture on a not so good day. Maybe it's the wind or the terrible outfit? Maybe she's just hungover.... We'll try to give her the benefit of the doubt and say she just simply wasn't ready to pose for the camera.

5 Bruce Jenner

In the 70’s Bruce Jenner won a gold metal for both Track & Field and his hot looks, but since then, he just looks run down. First of all, it goes without saying that he needed a haircut about a year (or two) before this picture was taken. Very few men can pull off long hair and Jenner certainly isn't one of them. And it’s not even full, it’s just long, stringy and frizzy. He should have borrowed some hair products from Kris Jenner. Let’s just hope this picture was taken in the parking lot of his barber shop.

4 Kate Moss

Kate Moss used to be a supermodel, but in this shot, she looks like she's - well, been taking shots all night. In all fairness, she is in her mid 40’s, but smoking, drinking, drugs and partying all seem to have taken a huge toll on her looks, as we can see by the very deep wrinkles on her face and bags under her eyes. It's just not time for her close up. Let’s just hope Moss is on her way to the store to buy a hair brush…Maybe models do need a heads up before getting their picture taken, just like the rest of us.

3 Kim Kardashian

Kim Kardashian certainly isn't going to break the Internet in that outfit. And no, she doesn't get a pass because she’s pregnant. Can we just all agree that peplum looks awful on everyone, especially Kimmy? Especially as pants…. Especially that high up…. The same rule also applies to turtlenecks. Turtlenecks only look good on turtles, and even that’s pushing it. Clearly, Kanye did not choose this outfit. Let’s just hope she looked better in person and that Kim doesn't temporarily lose her mind or good fashion sense next time she’s knocked up.

2 Amanda Bynes

In recent years, Amanda Bynes has had a breakdown of both her mental state and her looks. Ironically, she’s gone on multiple rants calling everyone ugly from Drake to Rihanna to Jay Z, but these days, she’s looking pretty ugly herself, which is sad because she used to be quite attractive. In this picture, she is at court, which maybe isn’t the best place to get a good shot, but makes you wonder if she looked in the mirror before she left the house in that awful wig. At least she could have brushed it. Also, her lip injections are awful. And why the lips and wig, but no makeup? And only one polished nail...

1 Britney Spears

It’s a really bad picture of Britney, b****. She looks genuinely surprised that the paparazzi are taking her picture. This disaster can’t even be blamed on a bad angle- bad timing and a horrible expression on her face. If you let that slide, you can’t do the same with her outfit, which looks like it was bought at Wal-Mart as part of a three-pack from Hanes that came in a transparent, plastic bag. Britney should have at least worn a solid t-shirt bra. But, it is certainly fair to say that Britney takes just as many good pictures as bad ones.

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11 Famous Faces Photographed At Their Worst