Katie Holmes shows off her NYC street style: improving or still fug?

Katie Holmes

Here are a selection of photos of Katie Holmes from the past few days as she enjoys her freedom on the streets of NYC. I like to check in with Katie on occasion. She’s not doing anything particularly interesting here except for walking with two Starbucks cups and listening to her iPod. She’s always listening to music, and I like to imagine that she’s jamming out to Eminem. That second coffee cup has to belong to someone else, right? Suri’s too young for sudden spikes of caffeine.

I’ve nearly given up all dreams of Katie buying coffee for Jamie Foxx, so she’s probably not saving that second cup for him. The tabloids are abuzz with who Katie should date next. Last week’s issue of Star pushed a story about Katie hooking up with Jason Segel, but Katie’s rep shot that story down. On the surface, Katie and Jason would be a cute couple. There would be some awkwardness from Jason dating Katie’s ex-Dawson’s Creek costar, Michelle Williams. Jason also has some history with substance abuse, and I think that would be a deal breaker for Katie. She needs her first real post-Tom Cruise relationship to be a lighthearted one, so I won’t ship a Segel-Holmes coupling.

What do you think of Katie’s fashion choices here? She’s no longer a designer since Holmes & Yang folded, so she’s free to wear whatever she wants without true scrutiny. She has freed herself from neither fug booties nor skinny jeans.

Katie Holmes

Katie Holmes

Photos courtesy of Fame/Flynet & Pacific Coast News

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55 Responses to “Katie Holmes shows off her NYC street style: improving or still fug?”

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  1. QQ says:

    Is she serious with those boots? I…cant

    Ditto to the high water pants she keep trying to make happen

    Or whatever that dress situation is

    • paola says:

      If you didn’t know she was famous you’d think she got her clothes straight from a dumpster.

      On the other hand this looks works great on Emily Blunt http://www.dailymail.co.uk/tvshowbiz/article-2605699/New-mom-Emily-Blunt-skinny-jeans-just-two-months-giving-birth.html

    • mimif says:

      I could be wrong, but I’m pretty sure that dress situation is Katie getting up off the morgue gurney and going for a stroll.

    • blue marie says:

      I was going to say that everything minus the dress and fug boots would be something I’d wear BUT no I can’t stand high waters, they make my eye twitch.

      • QQ says:

        Ok Blue Like … If we wore high waters is out of being poor, poorly fitted, too tall to do better… But a Chick with her resources?!? Is Infuriating , cause … It is “on purpose” she wants attention but then is wearing things that are plain fug and unspecial, is also not high fashion or expensive or creative or well fit or nothing in either the Garner “im a mom i just wanna be comfy” or the Olsens “i dont care if you like – high Fashion” or im Boho like _____ basically she cares but is just TERRIBLE AT IT

      • Esmom says:

        Even more egregious than the distressed high waters is that they’re paired with nice pumps. I could probably handle the jeans if she’d worn cute sneakers with them. I don’t get her sense of style at all.

  2. paola says:

    ‘What do you think of Katie’s fashion choices here?’
    Fashion? What fashion?

  3. Lucy2 says:

    Her shoes in the first photo look very painful especially for walking around NY.
    That dress! Yikes. She definitely makes some unusual choices.

  4. pru says:

    The vanity project fashion line is gone?? Say it isn’t so!

  5. JudyK says:

    Like the first casual look w/ the yellow sweater and low-heeled pumps.

    She looks like she’s straight out of Annie Hall in the weird pink dress…gag worthy.

    • Josephine says:

      Saw a different pic of the yellow sweater outfit – the heels are between 3 and 5 inches, and I would guess closer to 5. Such a bizarre choice with such an otherwise casual outfit.

      I cracked up at this line from the article — “She’s no longer a designer since Holmes & Yang folded, so she’s free to wear whatever she wants without true scrutiny.” Even when she was pretending to be a designer, her choices were terrible. She’s tall, has a small upper body, and has gobs of money — I’m flabbergasted that she always looks so mediocre and worse. She could look great, but she’s just an awkward gal who apparently doesn’t care too much.

      • JudyK says:

        Yep, I found more pics, and you’re right about the heels–at least 5″–and look bizarre w/ that outfit.

        Guess $$$ can buy almost anything, because she never had the chops and/or credentials to deserve the title of “designer.”

  6. Kiddo says:

    I think she is turning very Hathaway. Maybe it’s not music she’s listening to, but ‘Exit Counseling’ recordings, instead?

  7. Inlike says:

    She seems empty without that sly look on her face.

    Since Tom is gone, Katie has lost her constant “this dummy isn’t gonna know what hit him” smirk.

    • John says:

      I don’t know, if you review pix from their time together, she had zombie face much more often after the first year. I’d hardly call her resting face “empty”, most people aren’t wearing an expression to impress others as they go about their day.

      • Inlike says:

        You made my point for me.

        That foxy glint in her eye was a surefire way i knew she was up to something. Now she’s back to normal after leaving Tom.

        You kinda just repeated what I already noticed. Empty/”resting” whats the difference?

    • John says:

      A “foxy glint”? She looked like she was on lithium, THAT was “empty”, now she just looks like a woman walking down the street with a regular expression. Normal ≠ empty.

  8. Barrett says:

    I work daily in NYC. The reality you have nice skinny high heels and wear them 3- 4 blocks, you have to bring to the shoemaker! Sidewalks destroy the heel (even reinforced). It means? She was gunning to be papped in that yellow sweater. You have to wear certain types boots, flats, cute sneakers to make it around this town if you really headed out by foot. That’s why the heels on females in in nyc based movies are a pure fantasy.

    • FingerBinger says:

      Katie is only walking from her apartment to Starbucks in those heels no where else. Although, I’ve seen women in Target with high heels like that.

    • hunter says:

      Yup – unless I’m going out at night or between work meetings wearing my work clothes, I feel almost silly wearing actual heels on the streets of New York!

      It’s an unexpected feeling, to dress up in such an awesome city and then feel silly wearing heels but it’s true – you gotta walk blocks & blocks and about halfway down your second block you start to think… wait a minute… I should have carried these…

  9. Frida_K says:

    She wins the “Ugly and Boring” prize for the first two outfits and, as to the dress, she wins the “WTF?” prize AND the “Wow, her knees are pink and cankle-y” bonus round award.

    Way to go, Katie! Bring it, girl!

  10. poppy says:

    why does she insult her feet and my eyes so often?
    her shoe choice is consistently WTF.

  11. Size Does Matter says:

    The dress looks like a sack made of flesh. Is she channeling Buffalo Bill from Silence of the Lambs?

    Also, do you think she asks for an empty second coffee cup just to stir the pot?

  12. Liberty says:

    Theories:

    a. She is still traumatized by years with Top Thumb. I suggest this because her style resembles the wardrobe from Aniston’s Cake stills, and that character is somehow traumatized? Now she just dresses for “I can take a de-stressing nap in this” comfort?

    b. She never had any style? Some people don’t. Nice as can be, intelligent, just no style. A What Not To Wear case study, basically. (Can’t find any photos of her that suggest she had more than basic mall style even when young. Back when she was busting out her “collection” my friends and I tried to unearth a “oh, she did show style savvy once!” photo, just one, but found nothing….the rest is failed fashion history). So we’re seeing her “never had it” look, daily. Her “never had it, don’t care, I survived SciFi” look?

    c. She is devoted to one really old copy of J. Crew showing a girl on a pier in the summer?

    d. She has an astrologically-based Wounded Chiron foot affliction that manifests as the ongoing choice of dodgy boots and shoes? (You can thank my friend for this guess, which she’s been standing behind for two years.)

    • “Top Thumb” gave me my first laugh of the day. She could look fabulous, but she needs to dress for her figure and take some yoga for her posture. She slinks around like she’s still teenage Joey.

      • Liberty says:

        I agree about the posture. It would make a world of difference. And her figure isn’t a disaster, it just takes thought (as with any figure) — she could looks great.

  13. Mabry says:

    She’s trying too hard and just doesn’t have the body to pull off this look. Love the sweater in the first pic.

  14. Lori says:

    Maybe she had a discreet romp with the VIking while she was filming with him in South Africa. Hopefully after he had lots of beer. He seems fun then.

  15. snowflake says:

    katie, you’re single and rich! get it together, girl!

  16. TippyToes says:

    Still a fug nothing.

  17. Suzanneg444 says:

    I’ve never considered her attractive…and she’s got a weird body…walks knock-kneed and pigeon toed…and that totally detracts from her overall look…Sorry but heels with those high water jeans..isn’t getting it for me.

  18. DrFunkenstein says:

    Lordy, lordy, lordy. Give it a rest, girl.

  19. AmyLynne says:

    That second cup could be hot chocolate too or something!

  20. Serena says:

    She looks really good. But those boots…

  21. bcgirl says:

    Totally thought that was Hathaway in the lead pic

  22. Elian says:

    Hideous.

    • Lauren says:

      Katie looks boxy. Her legs are so bulky and masculine. I guess she doesn’t care anymore. She lives in NYC, Cruise-free, and rich. Guess that’s why she is always smirking.

  23. tredd says:

    This poor, hot mess.

    I KNEW she just got lucky in the first two pics.

  24. Lux says:

    It’s not Anne Hathaway bad but it’s still not good.

  25. Bella says:

    I think her style is not even “vainilla” is “3 day old cold oatmeal” style. The last one(dress/hat/boots) is uber tragic . Those boots in the second outfit, the camel ones: please burn them! The first with the yellow sweater is ok/cute at least she is wearing a vivid color. The sunglasses are ok as well.

  26. CF98 says:

    Maybe she’s just going about her day like anyone else in clothes that she likes to wear?

    Sometimes the simplest explanation is the correct one.

  27. DrM says:

    Top outfit is fine…I like the jeans and yellow sweater…with some yellow converse it would have been AOK. The dress and the boots are AWFUL. She’had those tan boots (the ones worn with the dark pink cardie) for absolute eons…they need to be chucked in a fire…they are that bad.

  28. Kosmos says:

    The jeans and low heels look fine. Those are boyfriend jeans, totally stylish, along with the heels. I’m not sure why people have commented negatively on the boyfriend jeans, which look fine. For me, the bland-colored dress is NOT a good choice for a number of reasons, and the boots might be okay if not for the very large calves, wow. I mostly see her looking okay in photos. She’s obviously not a huge fashionista, she’s just got an average looking style, so give her a break.

  29. Anne de Vries says:

    I don’t care. Girl looks happy