Will Smith in Ermenegildo Zegna in NYC

Posted on May 21, 2013

Yikes. We’re usually big fans of Will’s colorful, urban-dandy style, but we can NOT sign off on this one:


Will Smith makes an appearance on the ‘Late Show with David Letterman’ in New York City in Ermenegildo Zegna.

Ermenegildo Zegna Spring 2013 Collection

There’s a point at which “dandy” tips over into “used car salesman” and Will passed it a couple miles back. Bad enough that the suit is so shiny and cheap-looking, or that he paired it with a middle-aged suburban-dad Sunday barbecue shirt, but he had three choices to make (suit, shirt, shoes) and none of them match each other or go with each other.

Do you see the way he keeps adjusting and pulling at everything? He knows he screwed this one up. And some assistant is likely to get a verbal lashing for not handing him his shades the second he stepped into sunlight. Squinty and dazed is not an expression most stars like to see photographed.




[Photo Credit: Darla Khazei/PacificCoastNews, style.com]

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  • carnush


  • Ouch!
    This actually hurts my eyes.
    Bad Will, no donut!

  • lulukittie

    Blech! Plus there’s something off about his face. Not sure what.

    • The Lawrence Fishburneness?

      • lulukittie

        I don’t know– it’s like he got a bunch of fillers and they haven’t settled yet. It is creeping me out!

    • Meg0GayGuys6

      I was thinking the same thing. He looks most like himself in the last photo, but those first few? Eesh

    • mshesterp

      To me it’s that he’s squinting in the sun but his forehead isn’t moving. No like. Stop botoxing, sir.

  • When did he turn into Laurence Fishbourne? The top two photos make Will look like a long lost bro! lol Definitely an off day for Will.

    • Oops. Just said the same thing upthread!

      • I see it too..it looks like it’s from the Tina Turner movie and he’s Ike.

  • RedRaven617

    What hurts your eyes? The squinting or the suit. I would have liked to see photos of him in different lighting; on set perhaps?

    • Never been a shiny suit fan, for one. Yeah the bright sunlight isn’t helping matters. And the fit is whacky too. So those are my quibbles, beyond the incomprehensible shirt choice. Lol

    • The suit was a little bit better on camera, but it’s still a disappointment, considering how well he usually dresses.

    • Little_Olive

      Each piece and the pairing of the three main elements are equally horrible; but somehow cool shades might have taken this into a cooler territory. His face looks… weird, to say the least, accentuating the inadequacy of the clothes.

  • Qitkat

    Alley Fug.

  • babylonsista

    This is how my great uncles dress. All he needs to complete the look are the following accessories: a cigarette hanging from the corner of his mouth, an overstuffed wallet, a massive ring of keys, and a tendency to shoot finger guns and shout “Watch out dere, now!”

    • lulukittie

      Are you from Baltimore?

      • babylonsista

        Ha! Northern Indiana. But my family’s from Mississippi and a good portion of them moved to Chicago during the great migration.

      • shorty j

        I am, and this comment made me laugh so hard I had a coughing fit.

    • MoHub

      Also a big white pimptastic Panama hat.

      • YoungSally

        If you have the hat — you gotta have the pimp cane.

        • MoHub


    • halleygee

      lol I thought “uncle” as well – he totally looks like someone’s “fly” (in their own eyes) uncle and I guess it’s yours, or my husbands.

    • Pennymac

      Gold pinky ring! (Makes it complete!)

  • The shirt is all kinds of wrong.

  • That shirt is TERRIBLE with that suit. “Suburban barbecue” indeed! And something about the way the creases in the pants look more like pleats in the front. EW.

    • I can’t stop looking at those… pleats. UGH.

  • MissMariRose

    Little Richard looks great for his age.

  • NC_Meg

    He doesn’t even look like Will Smith until the last photo. And yeah, the suit is awful and the shoes are all wrong (although I’m not sure WHAT shoes he should be wearing with this getup.)

  • Janet B

    Perfect shirt for hiding BBQ sauce.

  • nannypoo

    What does he want two of?

  • bessann28

    WHY would anyone wear that shirt with any suit, much less a shiny one?!?

  • I’m not loving it, but it acutally looked a little (i mean, TEENSY) better on camera. But I agree that this is a fail for him. Plus, I hate the pleats on the pants.

  • Tatiana Luján

    it looks like a Superman costume transformed into a suit.

  • the_archandroid

    I dunno, he’s serving casual Protestant preacher realness over here… looks like he’s about to head into a church that used to be a KFC or pawn shop.

  • zenobar

    They’d been fighting for three days, now; the same bitter points had been dredged up and drawn out painfully, obsessively, a tongue that could not stop probing the aching tooth. They had hit an impossible impasse, and it was bad timing, with the talk show appearances and the parties and the kids in their last weeks of school.

    Jada was running on fumes of battle fatigue and righteous anger. This would not stand.

    She picked up her cellphone and called Will’s stylist.

    • Brilliant!

      • zenobar

        I could think of no other explanation for her letting him leave the house like that!

    • Sadly, I have neither a “Like” nor a “kudos” button for this masterpiece.

      • zenobar

        Thank you, and may I present you with both a “Like” and a “kudos” for your deployment of “neither/nor” (a combination seen too rarely in this day and age).

  • sweet_potato


  • Snailstsichr

    Pleated pants should die.

    • alyce1213

      Depends on the pleats and the wearer.
      I have in mind Cary Grant, Fred Astaire, Marlene Dietrich, Katharine Hepburn, Gary Cooper, etc. — when pleats were made to flatter and were worn well.

      • Snailstsichr

        You are correct – all of these people have made me swoon in theior pleated pants. UGLY pleated pants should die.

  • YourLibrarian

    Those pants are hellaciously unflattering.

  • lizajane1776

    Are pleated pants back? I JUST managed to get my hubby out of them.

    • bxbourgie

      I’m STILL trying to get my dad out of them… he’ll be 65 this year.

  • bxbourgie

    This looks like something Puffy would wear in 1 hip hop video circa 1996. Horrible.

  • Is that an iridescent taffeta suit?! WHY?????

  • claudemtl777

    I think I’d be ok with just the shirt and the pants…

  • SugarSnap108

    How could any being with free will wear this?

  • BrooklynBomber

    Thank you for middle-aged suburban-dad Sunday barbecue shirt. I finally know what to call those damn things!

  • Pimptastic. That is not a compliment.

  • StellaZafella

    Captain America takes the weekend off and goes to Applebee’s.

    • He’s gonna use his shield to carry out the leftovers.

  • l_c_ann

    Every time Jada has pushed a plate away to keep her figure, Will has finished the plate. Guy is approaching middle aged with a few more pounds which is normal for many, many people.

  • I loves me some Wil Smith and even I cannot forgive this. I want the name of his stylist held up for public ridicule.

  • Rachel Marie

    I mean, it’s bad, but at least he tried. I can see he made the effort… and it just went wrong–it doesn’t fit! And I don’t know who told him to pair that shirt with the look. A grandpa golf knit with a shiny, blue suit? Weird.

  • FrigidDiva

    That shirt screams golf polo to me. Ack.

  • Diego!

    Awful as sh*t! Also… what happened to his face?

    • Donna Tabor

      Squinting in the sunlight.

      Also, we all get older, honey. Even movie stars.

      • Diego!

        I thought he is under too much make up. There’s no distinction between his cheeks and lips! LOL

  • ashpo17


    • Diego!

      No, actually he is Hancock (?)

      • ashpo17

        Ok, ok. Hancock dressed as Spiderman.

  • Those are the colors of bridesmaids’ dresses for a winter wedding. Shame on you, Will. You can do better than that.

  • appliquer

    Um, no, Mr. Smurf.

  • He got it at Graham Norton’s garage sale, no doubt.

  • maejune87

    Tiger Woods golf shirt meets Night at the Roxbury “suit”.

    • drdarke

      That – that’s one freaking cheap looking suit, and the golf shirt doesn’t help any.

  • Shiny suits are never a good idea. Especially when you pair them with a $9.99 TJMaxx polo shirt.

  • Eric Stott

    He could have gotten away with the jacket, but the pants are a crime.

  • lrober03

    Suit, shirt, and shoes definitely belong to three different outfits. Perhaps even three different wardrobes

  • Roz

    WTF? Did they move the garbage cans?

  • Pennymac

    Is that acetate??????????????????? Yeesh, that’s bad.

    • tereliz

      The Zegna suit? I very much doubt it. Looks like silk to me.

      • Pennymac

        Sorry. Should have used my sarcasm font.

        • tereliz

          Sorry, the multiple question marks should have alerted me. 🙂

  • Cathy S

    A polo shirt under a shiny suit? Will, Will, Will. NO.

  • Not applicable

    Huggie bear!! (Sans chapeau)

  • SewingSiren

    I feel it would look better in a low light situation.

    • NoGovernmentName

      Agree. That is a night time suit if ever I saw one.

  • tereliz

    So, a knit polo under a dupioni suit, huh? Maybe if you’d chosen colors that pair well in an outfit instead of a sofa and throw pillow…

  • Night at the Roxbury.

  • KAO TV

    eversince the rumours, he is looking more and more gayish to me…

  • ChristySchiff

    That is not a fresh prince – looks a little wilted.

  • MilaXX

    I would have been okay with this if he didn’t have the jacket, but that shirt does not fit. He was pulling & adjusting all night.

  • BeeBeauNYC

    Why did they make that suits with pleats on shiny fabric?? Pleats are not a man’s friend, especially if you are trying to look thin!!

  • CeeQ

    Yikes is right! He probably would have looked better to don the model look of red shirt + grey pants.
    Pleated pants are bad enough – but pleated shiny blue pants are the devil’s work. I rebuke your pants, Will Smith!

  • Jacqueline Wessel

    This didn’t look nearly as bad on my television last night. But here, yikes!

  • j_anson

    Do they realize that if they throw peace signs for three photos in a row it makes them look like douchebags? I mean, one peace sign maybe. Maybe. But not three.

  • Anniebet

    First pic.. my reaction was “That’s not Will Smith”. Other pics… “That’s Will Smith’s older, chunkier brother.”

  • You forgot to mention the pleats! Seriously, why aren’t pleats abolished yet?

    • They’re actually making a comeback (in the fashion world). Yes. I know. L

      • Anniebet


  • kimiakay

    Oh my. The suit doesn’t fit, the jacket is too boxy. The pants, are they too big, or what? The color-I have no words. The shirt: on the model it looks like mesh. On Will it doesn’t. Maybe he’s wearing a T-shirt underneath? His face does look different, whether it’s aging or just movement. Ah Will, it happens to all of us. But that suit does not have to happen to you.

  • BigWhiteGrannyPanties

    His look makes me itch.

  • Candigirl1968

    He needs to let Miguel have this suit and find something better suited for the 44 year old man that he is.

  • NoGovernmentName

    The shininess would look less egregious in an evening look. In direct sunlight, it makes my eyes hurt. The shirt is ALL wrong.

  • Boy, that is NOT your suit.

  • librarygrrl64

    Shiny PLEATED pants? Uh, hell to the no.