Who Wore It Worst: January 2011


The other day while I was supposed to be working on something important, I was instead scrolling between two photos, trying to decide which of the outfits pictured most powerfully eroded my faith in humankind. It planted a seed in me (Dirty!) the seed of an idea. And thus, a new MamaPop feature was born.

On the first Friday of each month, having selflessly pored through hundreds of celebrity photos from the month before, I will select from among them the ten most egregious crimes against sensibility. I will inflict them upon share them with inflict them upon you, my wise readers, and you will vote for the most offensive of the lot, to be crowned the Worst Outfit of INSERT MONTH HERE. At the end of the year the twelve winners (losers?) will go up against one another, and we will all have a stiff drink to help us bear the sight as we decide which deserves the title of Worst Outfit of 2011.

Unfortunately, I didn’t think of this brilliant idea until now, nearly the end of February, and so we—well, YOU—have some catching up to do. Today we shall consider the candidates for Worst Outfit of January.

Some ground rules:

1. My selection process for the top ten will probably be highly arbitrary. I will gamely attempt to keep up with the month’s celebrity photos and appearances, but I am only human, and I can only take so much. Also, my grading of an outfit may well be affected by whether it is flattering, who is wearing it, and what it is being worn for. It’s hard to say. I suggest you devise a relativity-based calculation of your own, so that we don’t end up with twelve straight months of Minaj/Bonham-Carter action, but I won’t tell you how to do your job.

2. In the future, there will be some sort of Electronic Poll in the post to handle voting so that comments can be devoted to unpacking the trauma of having viewed the contestants, but I haven’t figured out how to do that yet, so this time you will have to leave your vote in your comment, and I shall be add them up on my trusty abacus.

3. Voting lasts exactly one week, closing at 9:59 a.m. next Friday. Winner announced the Friday after that, which in this case will be the first Friday in March. (By which date I will have had to wade through the many, many February contestants—Grammys and Oscars and Leotards Oh My!)

Without further ado, here are our nominees for January, 2011:

1. Drew Barrymore
drew barrymore covergirl 525x786 Who Wore It Worst: January 2011

2. Amy Smart
amy smart Who Wore It Worst: January 2011

3. Tiffany
tiffany 388x800 Who Wore It Worst: January 2011

4. Raven-Symone
Raven Symone 2011 People Choice Awards Who Wore It Worst: January 2011
(Does this outfit make anyone else hungry for Reese’s Peanut Butter Cups?)

5. Anne Hathaway
Anne Hathaway Who Wore It Worst: January 2011

6. Helena Bonham Carter
helena bonham carter 482x800 Who Wore It Worst: January 2011

7. Milla Jojovich
Milla Jovovich Who Wore It Worst: January 2011
(I DON’T CARE IF IT *IS* PUCCI. Caftans flatter no one.)

8. Holly Madison
holly madison Who Wore It Worst: January 2011
(I’m pretty sure I saw this dress in the window of “Cache.” I can’t figure out how to add the accent to that “e,” so you will have to add it in your mind.)

9. Wendie Malick
Wendie Malick 2011 Palm Springs Who Wore It Worst: January 2011

10. Downtown Julie Brown
julie brown 447x800 Who Wore It Worst: January 2011

About Alexa Stevenson

When she isn’t teaching her two-year-old to chant “DONNA MARTIN GRADUATES,” Alexa can be found writing online at Flotsam, working on her second book (her first, Half Baked, was published in August 2010), or squinching her eyes shut in the hopes that when they reopen she she will find herself transported to the picturesque hamlet of Stars Hollow. No luck so far.



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  • http://fawnlikeadeer.blogspot.com Fawn Amber

    Tiffany…Yeah, that’s my vote…

  • Jessica

    Oh how to decide when they are all so horrifyingly awful?? I have to say, that while some of them might technically be worse, it comes down to Drew and Natalie for me simply because I expect much better from both of these women. (can we really hold the crazy of Helena Bonham-Carter to normal standards?) I suppose I will go with Drew…the sack (I won’t dignify that garment with the word “dress”), the make-up, the hair…every inch is bad.

  • Trilby

    Why Anne Hathaway WHY??? Ugh, that’s my vote. I need to bleach my eyes now.

  • Kel P.

    Drew Barrymore. It reminds me of my sewing and knitting projects that have gone horribly awry.

  • Rachel

    Anne Hathaway. The others at least show some individuality. She looks like the ultimate fashion victim.

    I kinda love the Pucci, actually. Looks comfy.

  • http://www.poobou.com/ cindy w

    I vote for Tiffany. Dear God in heaven. She looks like some sort of failed Project Runway “make a dress out of toilet paper” challenge.

    I might’ve voted for Downtown Julie Brown, but I’m just so happy to see that she’s still alive (who knew?) that I’ll give her a pass.

  • http://baltimoregal.blogspot.com/ baltimoregal

    Tiffany. For failed outfits and sporting failed tattoos as well as jewelry fail.

  • kim

    Ann Hathaway, by a mile. Well. 1/2 a mile, the Marilyn dress is godawful,too.

  • Erin

    Anne Hathaway.

    I love her, but, seriously. What was that?!?!

  • Kemi

    Drew Barrymore. Every inch of her is unflattering. (And now I want an orange popsicle.)

    • Dawn K.

      Or possibly a Fanta.

  • Dawn K.

    Anne. Like other posters, I expect teh crazee from the likes of HBC, but seeing the usually refined Anne in that state of fugly is just sad.

  • http://magical27.blogspot.com Kirsty

    Drew Barrymore, hands down. She looks like she got dressed in the dark (and, given the result, should have stayed there). I’ll never be voting HBC because I loooooove her crazy style, her acting, her beautiful face (when you can see it), her classiness despite the crazy… So yeah, no HBC votes from me (plus, here she really doesn’t look any WORSE than usual…).
    PS Just to clarify – I don’t, myself, EVER actually dress like HBC…

    • Becky

      Aaaand, Drew also managed to match her make-up to her dress. Bad Drew, Bad!!

  • Andrea

    Tiffany

  • http://www.ninabina.com/blog Kristina

    Anne, Anne, Anne…why would you do that? Nothing, absolutely nothing, is right with that outfit.

  • http://theredneckmommy.com Redneck Mommy

    Anne Hathaway. My eyes are still burning. Followed closely behind by Wendie Malick whose outfit reminds me of what my mother wears to work. EVERY DAY.

  • http://majorbedhead.net Major Bedhead

    Wow. There’s a whole lot of ugly going on there. I’m having trouble deciding between Anne Hathaway and Drew Barrymore but I’m going with Anne because, wow. What’s up with the sleeves? Did the maker of the sweater run out of yarn from the same dye lot?

  • SallyG

    I gotta go with Anne. Just – awful, and weird but also, awful.

  • Clarabella

    Oddly, I am not that offended by Anne Hathaway’s outfit. I mean, I wouldn’t wear it, but…?
    Anyhow, that said, Tiffany’s dress looks like something *I* could make, & sewing machines usually burst into flame if I get anywhere in their general area, so, yeah, that’s my vote: Tiffany.

  • Nancy Boykin

    This is definitely a difficult decision… I’ve narrowed it down to Anne Hathaway, Drew Barrymore, and Tiffany. But my ultimate vote is going to have to go to Tiffany. That wrap is just hideous… as Cindy W. mentioned, it looks like a bad version of the popular bridal shower game “make a dress out of toilet paper”. Ewww.

  • rebilou

    I’m going with Tiffany. Wowza. It looks like she needed a bandage around the dress to keep it up.

  • http://snarkyamber.tumblr.com Snarky Amber

    Anne Hathaway. Tiffany usually looks like shit, whereas Anne has no excuse since she can afford a stylist.

    Amy Smart is my runner-up. Everything is wrong. her hair, her makeup, the fit of that dress…she looks like she is wearing something that belonged to Dame Edna and didn’t even bother to have it resized.

  • http://www.meangirlgarage.com Jules

    How is Tiffany still considered famous? Seriously.

  • Amy

    Drew Barrymore

  • Suzy Q

    Tiffany. She’s wearing three dresses, none of which fit, all at the same time. W.T.F.

  • http://fashionforward40.com Tracey

    Tiffany!! Drew is close, but at least she was trying something interesting – it just didn’t work. Tiffany’s dress is just bad taste and it does the opposite of highlight her best features. Where do you look? The dress is so busy my eyes are tired.

  • mommypsych

    Anne Hathaway

  • Mona

    Anne. Just… No excuse.
    On that note- these women are all beautiful. How can they end up looking so bad???

  • http://swanfeet.wordpress.com/ ladyphlogiston

    a nearly impossible task, but my vote is for Drew. that thing is terrible. AND she can’t walk. I will put up with a lot, but a hobble is beyond my limit

    • http://swanfeet.wordpress.com/ ladyphlogiston

      and my husband says Tiffany. He’s allowed to vote, right?

  • kris

    I honestly don’t hate Anne’s outfit. I wonder what that says about me? For me, Tiffany takes the prize, by just a smidge over downtown julie brown (seriously? is she carrying a dead animal?).

  • Tiffany

    Anne. A thousand votes for Anne!

  • Carrie

    Some of those people kind of get a pass for seeming not to know better but Anne Hathaway should certainly know better!

  • NinaN

    I’m going to have to vote for Anne Hathaway, mostly because I don’t expect it from her but the rest of them…… not so surprising. Ummm is Drew wearing a cheeto?????

  • LindsayGoon

    Tiffany! I kind of dig Anne’s outfit…

  • Sara

    Anne Hathaway – it burns, it burns.

  • http://www.studiojenn.blogspot.com JennL

    oh dear god, drew barrymore & her supernova dress sunburst have seared my eyeballs…

    who allowed her out of the damn house in that thing?

  • http://thefunchronicles-kj.blogspot.com/ kari weber

    How could more people not be voting for Drew Berrymore?! She looks like a damn TRAFFIC CONE! Christ…

  • Rachel

    Oh dear. Tiffany wins, but the dress alone doesn’t do it. When are people going to stop wearing those awful open-toed boot shoes? In the manner of”jeggings” they will heretofore be known as “boos”. They do to bare legs what pleated, tight-rolled jeans did for fully clothed ones in the late 1980′s.

    And good call– that jacket (???) does look like it’s made of PB cup wrappers!

  • http://abigailroad.ca abigail.road

    I always love Helena Bonham Carters outfits…I love that she’s a weirdo. I actually don’t mind Anne Hathaway’s outfit either.

    Drew gets my vote, she looks like a damn pylon.

  • Melissa

    Anne Hathaway

    I don’t even know what that is… is it supposed to be casual?

  • tadpoledrain

    Anne Hathaway, because she looks like she took the ugliest parts from two separate outfits and combined them.

    Wendie Malick is runner-up, not because she looks particularly hideous, but because she took what might very well be a lovely dress and paired it with a blazer that a, does not match, and b, is not especially attractive anyway.

    Milla Jovovich can wear whatever she damn well pleases, because she is Milla Jovovich and I wuv her and all her Resident-Evilly awesomeness. I don’t know. Love knows no reason.

  • Gigi

    Anne Hathaway. That outfit is straight out of the 360 mirror on What Not to Wear.

  • Holly

    I am so tempted to go with Drew Barrymore- almost more for her terrible make-up (blush!?!) than that gift bag dress. But Tiffany edges her out by looking like such a mess in her outfit…
    Yeah, Tiffany. That’s my final answer.

  • http://www.mamakaren.com MamaKaren

    There’s a whole lot of awful to chosse from, but my vote goes to Anne Hathaway. The sweater is a bad pattern in and of itself (the unmatched striping just irritates me), the flowy pants with those fluttery bits seem out of place with the sweater, the shoes look too clunky for the flowy fabric of the pants, and the dots on the pants compete with the various stripes of the sweater. Not to mention that I really don’t care for her necklace. I think she looks great from the neck up, though.

  • http://www.mysecondjournal.wordpress.com MP

    Anne Hathaway.. I mean PLEASE.. she is beautiful and can wear anything so why choose the mix between Hammertime and Madonna circa 1983????

  • Melissa

    Anne Hathaway

  • Heather

    Anne, good Lord, this was recent? So many things wrong I can’t even begin to comment….