Wednesday, April 18, 2007

How to F*ck With a Classic And Still Look Classic, Milan

The purple Tods(?) are just enough.


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  1. Sleeper

    April 18, 2007 at 2:13 pm

    Fair enough, but i would have been happier if he’d skipped the red socks and opted for bare ankles.

  2. Anonymous

    April 18, 2007 at 2:14 pm

    is he wearing red socks also? he looks good, even if he is showing off a bit of man chest

  3. Mrs Fashion

    April 18, 2007 at 2:14 pm

    I love the aubergine shade of the shoes but
    a) not with red socks
    b) or on him
    They just look ‘off’ with the suit and also with the personality he seems to have.

    It’s tricky not to assume too much from these photos – and it’s really easy to project a personality on the sitters (standers) but I feel that with the rest of his look (hair, shades) I know exactly what he is about.

    For me this outfit, on this man, is a little too studiously ‘quirky’ and suave-ly (sp?) eclectic to have a truly classic look.

  4. Carolina Lange

    April 18, 2007 at 2:54 pm

    Love the purple shoes!

  5. Constantin

    April 18, 2007 at 3:02 pm

    The purple Tod’s are very nice indeed.
    Unfortunate is the look with Raybans (?) and the too open shirt, which both ruin the possible dandy look.

  6. Resplendato

    April 18, 2007 at 3:02 pm

    Love it!

  7. Sempre Libera

    April 18, 2007 at 3:10 pm

    And with red socks, unless my eyes deceive me. Gutsy!

  8. Joseph

    April 18, 2007 at 3:22 pm

    how chic for a man..lovely.

  9. Anonymous

    April 18, 2007 at 3:26 pm

    That’s very sexy. Rock ‘n’ roll gentleman.

    But…are those red socks peeking out between the shoe and the pant leng??

  10. paloma

    April 18, 2007 at 3:40 pm

    Is he the prince Enmanuel Filiberto???..if not, he looks like…

  11. Anonymous

    April 18, 2007 at 3:54 pm

    I don’t like this at all. He looks like a mid-life crisis. If he wanted to f*ck with a classic, there are lots of other ways to do it.

  12. Anonymous

    April 18, 2007 at 4:00 pm

    I think that those driver are Car Shoe …

  13. NYC Modelista

    April 18, 2007 at 4:18 pm

    Totally!! And only an Italian man can make an open shirt look this sexy.

    See what you’ve done. You got me hot and bothered. *fanning myself*

  14. Iheartfashion

    April 18, 2007 at 4:23 pm

    Love the purple suede Tod’s with red socks! Nice twist for what could be a dull look.

  15. Cut of cloth

    April 18, 2007 at 4:23 pm

    I think…
    this is called
    Supreme STYLE!
    and Confidence

  16. Anonymous

    April 18, 2007 at 4:27 pm

    Perhaps it’s your title or maybe it’s the aviators (or the red socks)…this look proclaims “70s porn star” to me.


  17. Eric

    April 18, 2007 at 4:28 pm

    Actually those seem to be CarShoes! Common mistake.

  18. Butch

    April 18, 2007 at 4:49 pm

    I’m on the fence with this one. Like the idea of the shoes (with contrasting sox) better than the reality.

    And I still don’t get buttoned jackets that reveal belt buckle and fly top. It’s inelegant.

  19. ezya

    April 18, 2007 at 4:56 pm

    my god! his socks are red as far as ı see. In fact,he would be a sexy guy despite his awful way of dressing. Since he is an Italian,we should consider his potential of being sexy. Anyway, it is unbelievable that he is brave enough to wear that purple shoes :S. Definitely it sucks!

  20. Anonymous

    April 18, 2007 at 4:57 pm

    I kind of like the combo. It takes real self-confidence for a man to wear purple shoes and not look like a pimp cliche

  21. Anonymous

    April 18, 2007 at 4:59 pm

    if those are red socks I like them too

  22. Melina

    April 18, 2007 at 5:17 pm

    i love this outfit. i find it quite attractive.. from the ankles up. now if these shoes didn’t look so slipper like, i think i’d give it a double thumbs-up… even if they were purple.
    p.s. i don’t mind the red socks, as long as when he sits they aren’t obnoxious.

  23. Candid Cool

    April 18, 2007 at 5:49 pm

    Dashing gentleman indeed

  24. Anonymous

    April 18, 2007 at 7:16 pm

    He royally f*cks it up, alright. And comes off as a “try-hard”, kitschy but without the irony. It’s just too obvious.

  25. MissStylologist

    April 18, 2007 at 7:38 pm

    I don’t know how…but he made it work. I guess it is his good looks and swagger but no ordinary man could pull this off and us still think it has some sense of style. So I say Bravo!

  26. Kathleen

    April 18, 2007 at 7:45 pm

    Oh grrr. There’s a little shoe shop in Florence that sells suede moccasins and desertboots in all colours of the rainbow. I wanted to buy a purple pair, for just this kind of look, but they didn’t have my size.

    Maaaaaaaan. I feel so justified – it just makes the outfit *pop*. It does help, of course, that this man is sinfully handsome…

  27. Nameless4Now

    April 18, 2007 at 8:08 pm

    Having difficulty with the red socks alongside the purple shoes. First, the two colours together, and second, that surge of colour isn’t present anywhere else on the ensemble. From ankles upwards, it’s classic menswear.
    Though ALSO I think there is a problem with the shirt collar – it’s sort of pressed down inside his jacket. Maybe if he buttoned the shirt higher, then the collar would behave itself…

  28. Christina

    April 18, 2007 at 8:50 pm

    not feeling the hair. reminds me of matthew mcconaughey’s character in dazed and confused. and don’t fake like you don’t know what i’m talking about, sartorialist readers!

  29. Anonymous

    April 18, 2007 at 9:18 pm

    Bravo! Though I don’t usually care for “male cleavage” it works for him- spot on!

  30. Anonymous

    April 18, 2007 at 9:19 pm

    not with red socks please!

  31. TeMo

    April 18, 2007 at 11:05 pm

    Oh don’t hate the playa, hate the game.

    Wishing more Yankee men would take some risks, minor as they maybe like. Red socks? – sure! Purple shoes – yes! Hairy chest, Ran Bans? Whatever, let the peacock do his thing!

    He looks wonderful, lovr’ing this!

  32. Anonymous

    April 18, 2007 at 11:06 pm

    Milan is where I saw a man accentuated with orage buttons on a black shirt, with an orange gatorskin watch band, and orange ostrich skin boots climb out of an orange lamborghini diablo……

    I love the shoes with the open shirt. He pulls it off just fine…I wonder if his purple lamborghini is around the corner?


  33. Anonymous

    April 19, 2007 at 6:51 am

    The purple Tod’s are a Lapo Elkann rip-off. I hope this is not the beginning of a awful trend.

  34. Anonymous

    April 19, 2007 at 6:53 am

    just as its true that my favourite colour is violet,this man is the usual shopkeeper of the nearby via Montenapoleone, but he thinks he’s a true artist.

  35. Anonymous

    April 19, 2007 at 9:06 am

    They are Car Shoe shoes

  36. Anonymous

    April 19, 2007 at 11:50 am

    Those purple Tod’s — beautiful, because, IMO, the color is masculine, not effeminate.

  37. Anonymous

    April 19, 2007 at 1:24 pm

    I think that you may be drinking the Milanese water Scott, which is not so potable. This is a classic case of something that looks interesting when visiting Italy but just doesn’t translate well elsewhere (think mozzarella–emphasis on cheese). I love creativity with menswear, but this just looks too forced and bella figura–even in Italia.

  38. Anonymous

    April 19, 2007 at 4:09 pm

    The hair pulls the whole look together

  39. Anonymous

    April 19, 2007 at 6:28 pm

    I’d like to get a better look at the guy in the sweater behind. . .

  40. janejane

    April 20, 2007 at 4:22 am

    i tried- i really did- but i do not understand this look.

    i get that he’s probably trying really hard to be different, to throw people off a little bit, but he doesn’t do this successfully or with any natural ease. i particularly dislike the way the pants fall over the shoes, the contrast of the silver glean on the sunglasses with the muted color of the suit and the suede texture of the shoes (not to mention the red socks!) and the fact that the purple and red down south do not tie in AT ALL with anything up north- not even necessarily in regard to color- but it could be his statement/message, texture combinations, anything. but there is no unity.

    i like his tan and his smile. classic italian looks- its hard not be smitten by it.

  41. sandman_gr

    April 20, 2007 at 6:18 am

    quote: “For me this outfit, on this man, is a little too studiously ‘quirky’ and suave-ly (sp?) eclectic to have a truly classic look”

    Exactly – so very Italian – they’re a class on their own!

  42. Anonymous

    April 20, 2007 at 8:30 am

    Really love it. Dressy and casual at the same time. And the purple Car Shoe are beautiful (have to get a pair of those next time I fly to Europe; been using them in both apple green and Hermes orange). A new trend? Nothing new actually, it’s been around for quite a while. Someone mentionned Lapo Elkann. It remains me of the Avvocate – Lapo’s grandfather – the great Gianni Agnelli (Tods with suit).

  43. hoi polloi

    April 20, 2007 at 10:54 am


  44. Maria

    April 21, 2007 at 12:01 am

    mama mia!

    f**k in deed: danger and amusment in one package!

  45. motard66

    April 22, 2007 at 8:13 am

    Have to say that I like it from the waist up – very early 70′s movie star. I’m a total sucker for that Dirty Harry Ray-Ban action, and he’s got that down. However, the pants are SLOPPY. Not good at all. If he had planned on that look working in entirety, the pants should be a bit more fitted in the leg, and not so long – way too much break. The shoes, okay, but would be better with different pants.

  46. Anonymous

    April 25, 2007 at 1:09 pm

    Got to tell you, Mr. Sartorialist: shoes are not by Tod’s, but by Car Shoe,Prada.

  47. Anonymous

    April 26, 2007 at 4:47 am

    Shoes: Santorini Club

  48. Anonymous

    April 26, 2007 at 11:09 pm

    Brave shoes! Why not!

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