Wednesday, April 25, 2007

On the Street…..How To Dress A Corporate Raider, Milan

Love the vest – so cool and fitted
I also love how slim the sleeves of his jacket are cut and the extreme cuff he is showing – it is almost aggressive.

If you are in London today check The Daily Telegraph because I think Jefferson Hack is using this photo and writing a small amount about The Sartorialist in his new menswear column ” Delusions of Grandeur”


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  1. The

    April 25, 2007 at 2:53 am

    I am really loving the vest!

  2. Nameless4Now

    April 25, 2007 at 3:18 am

    He looks like he could take a guy down with a single manoeuvre – but he’d do it with that charming, amiable smile he’s wearing in the pic.

    Seriously, how cool is this man?


  3. Anonymous

    April 25, 2007 at 3:20 am

    18th century militia-ish was my initial impression when I saw this look.

  4. Cut of cloth

    April 25, 2007 at 3:21 am

    Uber cool

  5. rosarinho

    April 25, 2007 at 4:46 am

    sim gosto do look. mas principalmente do sorriso

  6. splunge

    April 25, 2007 at 5:10 am

    I frankly can’t stand the totalitarian trend of wearing sporty vests over jackets, a trend born among real estate agents (you know, always going here and there to show people houses… too much of an effort to wear a coat) and now spread to every single tie-wearing-not-yet-over-45 “white collar” I see.
    Please stop. if you want to wear casual just do that. Please stop it’s just plainly ugly.


    (and by the way, I only comment to criticize, but most of the time I appreciate your work, sart!)

  7. The Sartorialist

    April 25, 2007 at 5:45 am

    To Splunge
    the guy just got off a motorbike – it is very common for the Milanese to wear a vest or coat while riding their scooters/motorcycle. notice the helmet

  8. Anonymous

    April 25, 2007 at 6:01 am

    I really like this look, although I’m not keen on the pocket chain (And he should be wearing lace ups!)

  9. Anonymous

    April 25, 2007 at 6:13 am

    Somehow I find it hard to imagine that Milanese men are influenced by American realtors! I don’t think so!

  10. the Fashion Informer

    April 25, 2007 at 6:44 am

    This guy is the epitome of unstudied cool. Love the jacket, love the slightly pegged pants, and really love the long watch fob/keychain.

  11. Anonymous

    April 25, 2007 at 8:36 am

    I tink he wears the vest to protect his suit-jacket from getting damaged by the belt of is bag (I recognize the problem…)during riding his motorcycle… Very cool look!

  12. Alice Olive

    April 25, 2007 at 8:41 am

    Yes, he is almost aggressive, but in a very attractive “I’m going to rip those shoes off your feet with my bare teeth” way….! I like the jacket/vest mix, beautiful fit and a military feel.

  13. Torben

    April 25, 2007 at 8:45 am

    I like his extreeme wallet chain

  14. Anonymous

    April 25, 2007 at 8:50 am

    I love your blog and I love the picture. They are fantastic and inspiring. But I am irked by this: “If you are in London today check The Daily Telegraph” – I know you know London is a city not a country. The Daily Telegraph is available everywhere. The Sartorialist could go to Glasgow (Scotland) and find the Telegraph, or Cardiff (Wales) and find the paper. It’s even in tiny little villages all over the country. It’s everywhere in the UK, not just London. Just noting!

  15. Anonymous

    April 25, 2007 at 9:12 am

    It’s not just the fact that he’s wearing a vest – it’s how he wears it. He turns two pieces (the helmet and vest) that may seem “necessary” for a motorbiker into ones that serve (and I think he, in part, intends them to) as a contrast to his refined suit and hairstyle and deliciously sweet smirk. He has made fashionable what may not have been before.


  16. Sleeper

    April 25, 2007 at 9:26 am

    If you squint at this, it’s a sort of collarless dress jacket with high pockets, partly quilted. Fantastic. Someone please make it immediately.

  17. iopine

    April 25, 2007 at 10:16 am

    I can’t wait for this Italian style to trickle down everywhere. I know it’ll come late to other places, but that just means that the style will last longer. Hooray!

  18. Anonymous

    April 25, 2007 at 10:32 am

    This is by faaaar the best pic you have ever posted. Though I’m afraid that how enourmously cool this guy is – is beyond many of us!
    Cheers to people like this!

  19. Anonymous

    April 25, 2007 at 10:47 am

    this look is awesome!!! i love everything about it, but especially that detail of the chain (or whatever it is) hanging from his pants……

    and the puffy vest is so good because it’s not, well, puffy…

  20. Blue Floppy Hat

    April 25, 2007 at 10:52 am

    Jefferson Hack is one sharply dressed man and, even though you don’t turn the camera on yourself often enough, I’m fairly sure you are too :)
    That man in the picture looks (there is no other word for it) cool. In a way that goes beyond hipster-ness.

  21. Jingoist

    April 25, 2007 at 12:06 pm

    I like the extra cuff. I have my jackets tailored similarly because I like my sleeves slightly higher, which reveals more cuff. Not as extreme as this, but definitely allowing me room at the wrist.

  22. luggi

    April 25, 2007 at 12:34 pm

    I could take a leaf out of this guy’s book. What confidence!


  23. Dave

    April 25, 2007 at 3:03 pm

    I’m with splunge. I can take it or leave it. Yawn.

  24. Italobt

    April 25, 2007 at 4:54 pm

    Many vests like that actually come as a removable lining/layer within many fashionable coats. I bought a great jacket/coat that came with a liner vest that I can often wear on its own over dress shirts. I put on a scarf and tuck it in for added appeal.

  25. NYC Modelista

    April 25, 2007 at 5:06 pm

    Too hip to be cool for me. But he sure looks good in them.

  26. Anonymous

    April 25, 2007 at 5:19 pm

    Wow… Really great cuff… Congrats on your blog mention!! Just wanted to say how much I love your blog although I don’t always have the time to comment all the time.. =)

    [vogue] from

  27. Robert

    April 25, 2007 at 6:05 pm

    If the vest were a bit longer, I would say perfection. That white center of vulnerability is just ruining this look, imo.

  28. Butch

    April 25, 2007 at 6:24 pm

    He’s definitely pulling it all off, but what I have trouble with is the vest’s cut; that is, with the flare/lack of closure from mid-chest down.

    Why reveal this part of one’s shirt? Why have so much body “unprotected” when the vest itself bespeaks rugged covering? There’s a kind of conceptual-functional dissonance here.

  29. Anonymous

    April 25, 2007 at 9:18 pm

    I agree with those saying the jacket it too short. The white shirt showing makes me think of a belly shirt or a bra, which is not such a great thing to think of…

    I am not totally impressed with this look. The vest seems to be purely functional to keep his suit jacket from flapping around on the bike and as I said, I think the vest should be at least a few inches longer– as is looks silly like he is wearing his ski vest from when he was 12.

  30. Anonymous

    April 26, 2007 at 6:00 am

    I think if the vest had been longer his look wouldn´t be cool anymore…

  31. Anonymous

    April 26, 2007 at 8:22 am

    I am from Canada and while we may have the occassional stylish moment on the whole it is probably not something we’re known for. There are lots of guys tearing around on motorbikes wearing a helmet and a vest and believe me they do not look like this fellow. Natural style and demeanor here and the skinny pants just work perfectly.

  32. sandman_gr

    April 26, 2007 at 9:24 am

    Love the vest but the rest, I΄d have to see without it to judge. Cool look.

  33. Leigh

    April 26, 2007 at 10:40 am

    LOVIN’ IT!

  34. Anonymous

    April 26, 2007 at 11:20 am

    he is so yummy!

  35. Anonymous

    June 23, 2007 at 8:45 pm

    What a stylish helmet! Where can I get one (besides Italy)???

  36. Anonymous

    May 3, 2009 at 10:11 pm

    Hate to say it but the dude looks cool.

  37. Eli Ankutse

    July 6, 2009 at 7:30 am

    The subject of our admiration himself probably put the outfit together that morning with much less consideration than those of us that analyse his creation. Such is the essence of true style.

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