Katie Holmes in NYC

Posted on December 11, 2012

We try and keep things Massengil-fresh here at T Lo Bad Analogies, LLC. To that end, we try to break up all the red carpet posts each day with Guy/Gal on the Street posts, just so we can talk about things other than 30,000-dollar gowns or 8-thousand dollar shoes. But this morning, as we cycled through a whole bunch of pap-pictures of the likes of the Olsen twins or the Jessicas Alba and Simpson, we found ourselves bored with the selection.

Which is a round-about way of saying that we kind of settled on this look by default.

Katie Holmes on her way to the theater in New York carrying a Delvaux bag.

Delvaux ‘Madame’ Bag

Is dowdy-cute a descriptor that makes sense? Because this is kind of dowdy-cute. We don’t want to over-praise here, because she is wearing pleated, cropped pants, after all, but there’s something almost a little chic about this look, even if it all looks a little poorly fitted and too buttoned-up.

Someone should’ve warned her about going out of the house with Suri’s scrunchie still wrapped around her wrist, though.


[Photo Credit: PacificCoastNews, hdelvaux-eshop.com]

Please review our Community Guidelines before posting a comment. Thank you!

  • MsOlympia

    Aw, she looks depressed.  That is one halfhearted smile.

    • bittykitty

       didn’t someone mention that she suffers from bell’s palsy, and the half-smirk is something she affected to mask it?
      I don’t want to start rumors, but if so that would explain the facial expression…

      •  That’s what I’ve read before.

      • mike__tv

        That’s soo clever. Although bell’s palsy goes away over time right?? 

        • EditKitten

          Not always. Some people, once they get it, have it their entire lives.

        • LesYeuxHiboux

          It tends to recur. She said she trained the smirk so if it happened again people wouldn’t notice as much.

        • mike__tv

          Thank you. The more you know. I know I could have googled it but I miss the days of asking people questions.

      • DeebaCee

        I’m scouring the internets, and I can’t find a definitive source that says she had it. Heck… her wikipedia page doesn’t even mention it (and Wikipedia never lies).

        • bittykitty

           hmm… i definitely wouldn’t know for sure, and it’s just something i have heard from a few different sources. again… don’t want to say that it’s a fact, just would explain the constant half smile

    • Jennifer Coleman

      Seems like a public repudiation/penance for her former life choices to me. I bet she’s going the dwdy route for about a year and then gradually emerge from it at a time coinciding with a good acting job.

      • MilaXX

         isn’t she currently in a play?

        • Jennifer Coleman

          BIG acting role, like an Oscar contender. As awesome as Broadway is, the general public outside of NYC does not usually a true appreciation of it.

          • quiltrx

            Somehow I’m unable to make my mouth form the words “Katie Holmes, Oscar Nominee”.

          • roadtrip1000

             Don’t you mean a Tony Awards contender?

          • Jennifer Coleman

            Nope. I’m not talking about Broadway. quiltrx, she’ll probably gain 50 lbs for a role or wear a fake nose, Kidman-style.

          • AnaRoW

             Who would hire her to do that?  Does she have some talent or personality that we haven’t been made aware of?  Nicole, although not well-known in the US, was getting noticed for her acting long before she met Tom.  Katie was well-known because of DC but I don’t think anyone ever thought she was a great actress in the making.

        • roadtrip1000

           Yes. She’s on Broadway in “Dead Accounts”.

  • blogless

    I think everything would be cute if it fit. As it is it looks sort of sad to me. She’s such a pretty girl with such a good body – it’s like she deliberately tries to make herself look plain and asexual.

    *Maybe that’s not a scrunchie but a fat and festive Kabbalah bracelet?

  • um…I honestly thought this was a Saffron Monsoon entry commentary…

    •  Oh, DAMMIT. We knew there was something about this look, but we couldn’t quite peg it.

    • gsk241

       OMG.  This is exactly right.

    • OMG … this is totally Saffy! She’s shlumping off to class while Pats and Eddie are back at the flat getting pissed at 10:00 am. You’re a genius. Thanks for the giggle.

      • Maybe she’s got a bottle of cider hidden in that purse for when she gets to the dorm party.

    • Introspective

      the reference to saffy almost made me like this. almost. but then i looked again and alas, katie looks like dreck. 

  • thecitysleeps

    I think I actually make this look work most days at work, just with good pants.  And I don’t have her body.

    •  Are you an 8th grade English teacher? ‘Cos that’s my guess as to what she’s going for.

      • thecitysleeps

         Trainee lawyer actually.  I like cardigans, what can I say?

  • Sobaika

    For the life of me I can’t figure out her style. Does anyone remember her baggy jean obsession? Weird.

    I guess it’s more so that what she does on the street – whatever it is – doesn’t suit her that much. She looked good in those Ann Taylor ads.

    • luciaphile

      I honestly think this is her enjoying her freedom from her scary, scary ex. Reportedly, he was kind of fascist about how she appeared in the public eye while they were married. I’ve read that as she was starting to pull out of the marriage, she started deliberately dressing casually to piss him off. Not crazy about this outfit, but I do like the cardigan and the bag. Just not with everything else.

    • NJtoLAMary

      She wears baggy weird pants so often. I”m actually OK with the Saffy cardi, but the pants really suck.

  • Little_Olive

    I dig the idea of the look but she didn’t quire pull it off. Often happens with her. Wrong shirt, wrong boot length. Actually love the pants.  

    And I am all for the natural look (I don’t wear any makeup for the day) but she could use some glow. A little serum? a good shag?  

    • RebeccaKW

       I like the idea, too.  Some tweaking and it could be pretty cute.  At present, it is depressing.

    • 3boysful

      Since she is supposed to be on her way to the thee-a-tah, I assume she’s going fairly bare-faced as she’ll just have to start over upon arrival.

      • Little_Olive

        Oh, for sure! That’s why I’m saying what she needs is more of an “inner” glow. 

    •  Let’s wish her good sex for the New Year. I imagine it has been a while. 6 years?

      • Poor girl. Well, all of us could do with “a little serum and a good shag” 🙂

  • gabbilevy

    At first, when I saw the thumbnail, I thought it said “Katie Homeless in NYC.” Probably not what she was going for. I don’t think this is her look.

    • Kristin McNamara

      I thought maybe Dawson’s Creek had started filming again, and this was Joey Potter in costume. God that sweater is awful….

  • ThaliaMenninger

    Is she joining the cast of Newsies?

  • I really like her purse!  (Can’t say the same for the outfit, though.)  It’s really refreshing to see someone carrying a regular purse, not one that’s ridiculously big, borrowed, and being shown off for the cameras.

  • all the clothes and money she has and she chose that to wear.  pity.

  • MissMariRose

    Actually, I think the child’s scrunchie humanizes her. Sure, she’s wearing thousands of dollars of “casual” clothes, but she’s got the same harried-mother scatterbrain as the rest of us plebes.

  • Janet B

    All of the parts almost work together.  Almost.

  • Why WHY WHY? If I was that rich/thin/tall and was walking to my theatre gig, I would be wearing kick ass boots with jeans and a great t-shirt or sweater. Why would you keep these clothes (assuming someone gave them to you for being famous) and then wear them in public? It doesn’t even look comfortable.

  • I love this look, and (I’m sorry) but I love the pants too! I see similar ones all over The Sartorialist so I don’t understand why they’re such a faux pas.

    • curiouserandcuriousest

      I think it’s because the proportions are off in this case. I agree, these pants can totally work, but to me she looks awkward and bottom heavy.

  • If Katie were an elementary school teacher in 1989, this would be cute.

    But since she’s a movie star in 2012, there’s no excuse for those pants.  None at all.

  • “Darling, why does everything you wear look like it’s holding a grudge?”

  • Aw, this woman just wants to go back and be Joey Potter forever.

  • Schoolgirl Chic

  • JasmineAM

    She looks fab…from the waist down. I can’t with that fugly sweater.

  • Mary-Anne Spier realness.

  • Beardslee

    I’d just say dowdy.  She is an uninspiring dresser.

  • kimmeister

    Do they even make scrunchies anymore, for children or adults?  I don’t think I’ve seen one in a store since the 90’s.

    • Kate4queen

      yes they do 🙂 my dd has about 50. 🙂

    • Little_Olive

      I had to search for one (black velvet) to tie my hair for sleeping. They are great for avoiding the tugs and marks of thin elastic bands. But I do NOT leave the house with it. 

      • Yep, the drugstore carries them ..I also wear them to bed, but never out–unless I’ve made a terrible error. Little girls get a pass, and I’ve shown up with my girl’s hair bands on my wrist, around a finger, etc. I think it adds to the dowdy chic with Katie, but I have a soft spot for this one.

  • mmc2315


  • kschwarting

    Those pants are dreadful.  If she were just wearing a pair of jeans, I’d think she looked cute.  I find it sort of endearing that she’s walking to work and has a scrunchie on her wrist.

  • afabulous50

    Her face always has that apologetic look – like, “I’m sorry I dressed this way…”

  • I can’t with her….it’s always frumpville with her. just no. 

  • Monday1900

    I think I wore that outfit in 1983. 

    • Lilak

      Uh huh.
      And since this is so of-an-era, “Dowdy” Cute is a little too broad, TLo . . . maybe Mothball Cute?

      Though in no universe does Holmes’s get-up qualify as cute.  It takes a person with waaay more imagination than Holmes has to turn ‘dowdy’ or ‘mothballs’ into Cute.

  • MzzPants

    I dunno’…the pink scrunchie adds to the ‘dowdy-cute’.

  • Trisha26

    She looks like she’s still part of the sect.

  • The pink scrunchie kind of makes the look. It’s weird, but it sort of suits her.

  • Dot

    Good God, I feel depressed after looking at these photos. So sad. I do love the bag, though.

  • carpediva

    Remember that period of time when she was “besties” with Victoria
    Beckham, and picked up Vicki’s habit of being ridiculously dressed to
    the NINES even during the day?


    Yeah, those days are LONG gone.  And truth be told, I thought she seemed
    pretty ridiculous, playing dress up that way. But holy gawd, isn’t
    there some kind of happy medium?

  • Jessi03

    Is she going for a Diane Keaton thing?

  • RocknRollmom

    Adore the purse.  It would look much better with me and my tailored suits and jackets.  I love the sweater but it would be something back in college which is over 30 years ago.  Pants, nope.  She looks like she is trying to hold them up with her hands in her pockets. Sweetie, you did the right thing for you and your child by escaping that nightmare.  You will find yourself, will trust yourself, and will be a good role model for your daughter once you explain that marrying for a career is not a good idea. So smile and dress well.  Looking good is te best revenge. Talk to Nicole some more. 

  • guest2visits

    Er, no.  Too precious and yet not at all sweet or pretty, imo.   In fact, I want it to go away.
    I have hate for the boots, the way the pants fit, the mormon collared shirt, the bag, the cat fur sweater.
    And the daffy way she’s walking with her hands in pocket.   It’s all too goofy looking. It needs to find it’s way back to the RW.

  • RocknRollmom

    Ok, so I had to click through to admire the purse some more and I, uncouth and unwashed that I am, had never heard of the company.  I had to pass this product description along as it is just too much.  ” It panders neither to youth sentiment nor to fashionistas, but appeals more to the elegant and independent woman who wishes to show what she is and not what she has.”  Ok, if a purse can make me that “elegant and independent woman” than it might be worth the $2613.72 that it is priced at (God Bless the internet and euro/dollar conversion calculators.

  • Pleat front low-rise? Her torso looks freakishly long and rectangular. What the hell, pants? What did she ever do to you?

  • j_anson

    This is absolutely dowdy-cute! Lately she’s really been dressing in a certain way, like… it’s a very classic look for a lady with young kids who wants to look nice but also be warm and reasonably comfortable. The pants are weird, but that’s the Hollywood factor. She’s definitely not projecting glamour, but I LIKE her more in this kind of look than I ever have before. She looks like if she was in your kindergarten’s PTA, she’d be the one with the sensible suggestions who’d be happy to grab coffee afterward and make jokes about bitchy helicopter moms.

  • I really like this look. But dowdy-chic is basically my style anyway. That jumper looks super comfy.

  • Kimbolina

    Looks like something my old piano teacher would have worn and would have looked great in.  However, my piano teacher is probably twice her age, maybe even more…

  • Lilithcat

    Someone should’ve warned her about going out of the house with Suri’s scrunchie still wrapped around her wrist, though.

    Suri probably insisted that she wear it. 

  • Lea Setegn

    She looks like the Catholic schoolgirl she was as a child growing up in Toledo. You can tell she’s dressing herself these days. I give her a lot of credit for going back to her comfort zone – the poor girl is likely trying to reclaim herself.

  • Qitkat

    It looks like a hand-knitted sweater, which is nice, but has shrunk a little, not good.
    This may start a whole new trend in wrist wear, unless it’s an old trend and I’m clueless.

  • Judy_J

    I like her handbag.

  • I the like sweater, on it’s own, though. It looks fluffy and cozy. I’d wear it.

  • crash1212

    Boy howdy, do I hate those pants. Replace them with a less pleated/croppy look and I would totally be diggin this. I am a true believer in dowdy cute and I love that bag.

  • Lisa M. (ReVoir) Kramp

    My queer darlings, that scrunchie is a combat medal…parenthood ain’t for sissies!

  • suzq

    All the New Yorkers are like, “Gee, that poorly dressed girl looks just like Katie Holmes.”

  • Jillaine13

    Those pants might qualify for the worst fit in the world award.  They ruin the look completely and are so unflattering I can’t even think of a model or actress that could pull them off.  I’m hugely offended by them.  🙂

  • I strongly believe that I am currently wearing a more flattering outfit than this (a nicely-fitting sweater, jeans, and Frye boots), and I just got back from yoga. And I don’t have a movie star’s clothes budget/access to free stuff.

  • unbornfawn

    Yuk. She looks dowdy. 

  • I can’t say anything about her horrible outfit that hasn’t already been said but what is with the knock-kneed, pigeon-toed walk?  Looks like she’s ready to trip and fall any second.  How “Aw shucks” does she have to be?

  • Judy_S

    Love the scrunchy.

  • MilaXX

    school teacher

  • nannypoo

    Usually when we see her on the street she is loaded down with bags. Apparently they do not contain attractive streetwear. She looks pretty much like an ordinary person here, with ordinary clothes and ordinary hair, but those pants and that sweater are really bad. And do we wear little boots with cropped pants? I did not know that and I won’t be doing it.

  • rkarooney

    Is she going to an Amish play?

  • I think dowdy dress is a requirement of the divorce settlement.

  • Zippypie

    Those pants should be burned!  No woman looks good in pleated cropped TAPERED pants! *shudder*

  • Imasewsure

    This is “substitute kindergarten teacher” awful. Nice sweater though

  • maggiemaybe

    Very cute. I love a nerdy, buttoned up shirt and sweater.

  • Lily-Rygh

    Jesus God, what is UP with Katie Holmes and her obsession with booties?!?  I love a good pair of booties, and when paired with the right jeans or trousers, they can be pretty much adorable.  But I swear she would wear them with sweat pants if Suri would let her out of the house in them!   (Is anyone else as obsessed with Suri’s Burn Book as I am?  Stroke of genius on that website…)

  • suzinrva

    The whole thing makes me feel a bit crotchety. 

  • anotherkate

    Suri is so pissed you think that’s her scrunchie!

  • jmorino08

    (A) Suri doesn’t do scrunchies. How gauche!
    (B) Pretty sure I could get that same sweater at TJ Maxx. She’s really dressing down market…

  • NO.

  • swissgirl

    Dowdy–yes. Cute–no. That sweater looks like a Goodwill reject though I’m sure it cost $800.

  • quiltrx

    Hey, I remember the 80s.

  • I can’t believe I am saying this but it’s kinda’ cute that her daughters scrunchie is still on her wrist and I kinda’ like her outfit and I guess I am starting to see that she does have her own sense of style and that is kinda’ nice. She looks very New York. Chic and cool but boho and ‘not trying too hard.’ 

  • LuluBI

    I like the dowdy-cute descriptor, but I can’t with the pants. Would’ve been cute with jeans.

  • i bet suri put that scrunchie on her shortly before she left.   “here mommie, you should wear this bracelet today.”  awwwww…but i can’t help feeling like she’s wearing suri’s sweater along with a child-like smile.  i dunno, seems like tom fucked with her mind and she’s a little lost now that she’s supposed to be a grown up.

  • ChelseaNH

    Those are some evil pants.

  • I think she went from Scientology, breezed passed Catholic, straight on to Mormon.  I call it dowdy creepy.

  • John Colgan

    Saffy!  Where have you been? I’ve missed you, sweetie-darling.

  • RzYoung

    “A scrunchy!?!”

  • Awful. The awfulest!

  • veronkimo

    She always looks so frumpy. Like she’s eternally tired! 

  • Where is the post in Suri’s Burn Book on this?

  • bellafigura1

    Love the pants (own the Zara version) and the sweater makes me omg. No. Untuck the shirt, add a blazer, and yes, but no to the sweater.

  • Scarlet39

    Sister Wife

  • Scott Isaacs

    Bringing Saffy realness, sweetie darling!

  • Sara LaBatt

    Never noticed how much she looks like Sally Field before.

  • Amy

    Katie..I’m begging you. Please stop with the frumpy 50 and over attire. Heck, there are women older than that who wouldn’t be caught dead in this sweater AND they can rock a slouchy/sexy look (i.e. Vera Wang). You are still young! So what if you’re a mom. So what if your 20’s are behind you. Prim and proper can still have an ounce of style and a splash of sex appeal!