Thursday, August 6, 2009

On the Street…. High-Top Cons and Jackets, Florence


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  1. Anonymous

    August 6, 2009 at 10:18 am

    Love the look of the bottom photo. I love the combination of the formal with the casual. It's so Sydney! Definitely a look I will be trying when the warmer weather hits. Bring on Summer!

  2. Evan

    August 6, 2009 at 10:23 am

    awesome look, but I just cant quite get around the high tops. To me this look would be better with lows.

  3. Sarah

    August 6, 2009 at 10:27 am

    WOW, the first guy is soooooo hot.
    Awesome style. Loving it :)

  4. Timothy

    August 6, 2009 at 10:32 am

    Interesting dad, not completely sold on him though I think the pocket square makes his high-low look a bit formal, shoes seem more appropriate for the second younger guy
    Both very REBEL

  5. Anonymous

    August 6, 2009 at 10:32 am

    I'm sorry I know you're the expert but these guys look like they're 8. The only people I ever see walking around with blazers and shorts are little boys. Shorts are fine but I just can't get myself to like a look that puts them with a jacket especially for an adult. I do like the cons with the jackets though, any sort of hipster update on the blue blazer is a breathe of fresh air.

  6. Anonymous

    August 6, 2009 at 10:33 am


  7. Sweet Chic

    August 6, 2009 at 10:35 am

    Great Photos, well taken, almost can ear how they sound like

    Chic Wishes

  8. Anonymous

    August 6, 2009 at 10:37 am

    The shorts are cut too close. It looks like he's wearing boxer briefs and forgot to put his pants on.

  9. Berry

    August 6, 2009 at 10:40 am

    So stylish! I love the pink and black striped pocket square against the black, white and gray!

  10. Baek

    August 6, 2009 at 10:48 am

    i love his style…
    i wish i can pull out that style too
    anyways, very nice

  11. A

    August 6, 2009 at 10:51 am

    To me this would look like crap if it wasn't for the shorts. The cons need a lot of space not to mess up the rest of the look. Now, with alot of leg, this look kicks ass.

  12. Hadley Gets Crafty

    August 6, 2009 at 10:52 am

    I love how schoolboy this look is!

  13. Juliann Wilding

    August 6, 2009 at 10:57 am

    so cute. maybe i won't get rid of all my converse just yet …

    i wonder if this would look as good on a girl? maybe not because i think it's something about the blazer + shorts + male leg + chucks. but perhaps something similar, but different could revive my old cons . . .

  14. Dan

    August 6, 2009 at 11:06 am

    Aren't they the same person in both shots?

  15. Hawa

    August 6, 2009 at 11:29 am

    i agree, i thought it was aussie…cant wait to try these looks once summer sets in…why oh why is there no inspiration comming from the womenswear??

  16. Diana

    August 6, 2009 at 11:30 am

    the first guy surely has a good sense of humor.
    I like this combination.

  17. miss sophie

    August 6, 2009 at 11:32 am

    this confirms my belief that chucks are the best versatile classic sneakers. ever. you should do a feature with chic ladies and their high-tops!

  18. maxwellconrad

    August 6, 2009 at 11:34 am

    the bottom look got it right.
    he's young, he's hot, he does what he wants.
    …and he wants high-tops. he managed to make this look come as as very organic and 'thrown together'.

    i love it.

    the top photo is all wrong, his jacket and pocket square are both too formal to be worn with those chucks.
    or maybe the chucks are too informal to be worn with the jacket and square?

    his choice to wear the chucks comes off as too deliberate.

  19. modazkrakowa

    August 6, 2009 at 11:36 am

    Fuj – Gentelman and shorts. Terrible

  20. Bette V.

    August 6, 2009 at 11:41 am

    Funny at first sight I thought they are both the same person, they even have a similar dark brown bag. Anyway, they both rock this style.

    Bette V.

  21. american dream

    August 6, 2009 at 11:51 am


  22. Fashion4Life

    August 6, 2009 at 11:58 am

    perfect ;) i love guys who have style

  23. Fera

    August 6, 2009 at 11:58 am

    I like the clothes really, but the shoes… The shoes make the man! Please change

  24. theTrendyDwarf

    August 6, 2009 at 12:01 pm

    I love it how he looks kind of old school with the high top chucks and the shorts with the dress shirt and a blazer. Reminds me of a kid going to school in the morning back in maybe the 20's or 30's. I love it so much!
    check out my trendy blog!

  25. Santino

    August 6, 2009 at 12:06 pm

    I think that both photographs are of the same guy (check the bag). The second ensemble–what else to call it, costume?–looks slightly less ridiculous but, c'mon … he's not Sarah Jessica Parker (though he may wish he were).

  26. Dream Sequins

    August 6, 2009 at 12:18 pm

    I think you have to be a slender young thing to pull this off. Otherwise, it's too infantilizing to wear shorts. These gents rock it right, though!

  27. thatsorad

    August 6, 2009 at 1:06 pm

    THAT IS SO AWESOME!!Anyone who says that the shoes don't work with that outfit I will keep my response to myself :) SO SUPER RAD!

  28. green lantern

    August 6, 2009 at 1:21 pm

    I like your main subject in this shot but for some reason the woman and man in the rearground look to be the most interesting to me, in this particular frame. He is indeed unique and worth the focus but the two passerby-ers are so meticulously "on point," head to toe.

  29. Anonymous

    August 6, 2009 at 1:25 pm

    not the same guy – the first one is wearing white shorts the other, grey turn ups. do look very similar though.

  30. ricola

    August 6, 2009 at 1:31 pm

    Hmmm….can't quite agree with this one. Not with so many other more fitting sneaker designs available.


    August 6, 2009 at 1:38 pm

    Suit + cons = stunning combination.

  32. Pearl Westwood

    August 6, 2009 at 1:44 pm

    I like the second photo it really works all casual, but the first guy no way, maybe its the too tight shorts?

  33. CM

    August 6, 2009 at 1:44 pm

    They don't even remotely look like the same guy. I'm glad none of you are sitting on a jury. The second guy pulls it off. The first guy, not so much, and I think the lady's reaction in the background might be a response to how it is not working.

  34. Jeannie

    August 6, 2009 at 1:52 pm

    His outfit makes me rethink my idea that men have less choice than women in terms of dressing. Great, great outft.

  35. Anonymous

    August 6, 2009 at 2:08 pm

  36. Anonymous

    August 6, 2009 at 2:28 pm

    I like it a lot! Very sexy

  37. chicmuse

    August 6, 2009 at 2:58 pm

    totally great. gorgeous outfits.



  38. Anonymous

    August 6, 2009 at 3:04 pm

    Too gimmick-y. Converse hi-tops should be worn with a certain amount of discretion. Otherwise very nice elements in both pix.

  39. hi-d

    August 6, 2009 at 3:06 pm

    I don't think this works…am I the only one? What he's wearing from the waist up is nice.

  40. Anonymous

    August 6, 2009 at 3:26 pm

    perhaps if the jacket had been run thru the washer and dryer so that it had the same mood as the shorts it would feel right.

    as it is it looks like he forgot his pants….not feelin' it.

  41. theTrendyDwarf

    August 6, 2009 at 3:33 pm

    Do NOT be fooled ladies and gentlemen! They are different in just about everything! The blazer up top is navy…the blazer at the bottom is black! The blazer up top has a red and white striped pocket square the one at the bottom is just white. The man at the top has white the bottom they're grey. The Converse shoes at the top are not tied up to the top…at the bottom they are. The brown bag at the top is small and not the type to slouch and lay sloppy on the floor…the one at the bottom is softer leather and therefore it is sloppy and slouched. Even the aviators are different types because the ones a the top are gold rimmed..the bottom are silver! (LOOK CLOSELY!)
    check out my trendy blog!

  42. holly

    August 6, 2009 at 3:42 pm

    cute guys or guy…I want the white bag the lady is carrying in the first picture…I adore it

  43. Passport Foodie

    August 6, 2009 at 4:17 pm

    I clearly need to get some shorts and Chuck Taylor's. :)

    Passport Foodie


    August 6, 2009 at 4:27 pm

    Interesting look – clearly only for slimmer guys though. I wonder if slim tailored shorts like that will ever make it here stateside?


  45. Anonymous

    August 6, 2009 at 4:31 pm

    Loving those hi-top black chucks! Great sneakers that go with everything!

    Overall both looks are really good. Love the idea of combining casual shorts and chucks with a blazer.

  46. beba,

    August 6, 2009 at 4:42 pm

    Cool and funky.

    Peace and love!

  47. NIKK. A.

    August 6, 2009 at 4:47 pm

    It's a very interesting combo. It's fine I guess if eecuted well….

  48. Ruralist

    August 6, 2009 at 5:21 pm

    I'm sorry, but no.

    No, no, no, no, no, no, no. No.


  49. tofuscloset

    August 6, 2009 at 5:53 pm

    the second photo i like a lot..

  50. Anonymous

    August 6, 2009 at 5:57 pm

    so sexy! although i find the pocket square a little over the top for the first guy. the second one = yummy!


  51. Jamaal T. Crowder

    August 6, 2009 at 6:09 pm

    Comfirms my infatuation with the complex elegance of Chuck Taylors.

  52. Victoria

    August 6, 2009 at 6:31 pm

    I love this so Much. Im going to make some.

  53. Anonymous

    August 6, 2009 at 6:54 pm

    Interesting how virtually identical outfits can be so different. The top one looks contrived, the bottom one looks authentic. I think the fact the lower guy's willing to sit on the curb to take/make a call and let his bag flop tells us his cons are part of his life and not some cred-claiming prop.

  54. Hayley

    August 6, 2009 at 7:34 pm

    these are fab.

  55. Anonymous

    August 6, 2009 at 7:57 pm

    Yes . . . maybe the jacket should be less constructed.

  56. Fashion As a 2nd Language

    August 6, 2009 at 8:01 pm

    The man in the top photo is beautifully dressed, EXCEPT for those shorts & high tops. Slim white pants, cropped at the ankle, would serve his look, and his physique, much better. The man in the lower photograph may well be the same subject (everything from his nose and chin to his brown leather satchel look identical), but the grey, slightly looser shorts–and the pose–make his sartorial sins less obvious. We all live in fear of being caught by your merciless lens! The only revenge is to learn from our mistakes…

  57. Fashion Obsessed

    August 6, 2009 at 8:48 pm

    i loveee this.
    it's so fresh

  58. Barbara

    August 6, 2009 at 9:11 pm

    this is amazing!

  59. Sara

    August 7, 2009 at 12:26 am

    Great look! It's always interesting to mix it up and not just stick to one prescribed formula for a look.

  60. Macy

    August 7, 2009 at 2:06 am

    Yuk compare and contrast to trousers above. Not cool, not comfy and trying too hard.
    Although once again shoes don't match..

  61. Anonymous

    August 7, 2009 at 3:03 am

    Wow, sportswear and formal. Where do these people get their inspiration. Whatever will be next? Jeans and a jacket? The nerve of these people.

    *Removes bileous tongue from cheek*

  62. eva.ricarda

    August 7, 2009 at 3:22 am

    always loved the cons-and-jacket-outfit – for women, too. wearing shorts it's even better. love it. and you know how to display it perfectly.

  63. Anonymous

    August 7, 2009 at 5:53 am

    Sart, they got your attention ,anybody┬┤s attention !
    That is probably the reason a lot of people get up in the morning and get dressed.┬┤
    It is time to do the opposite- at least when it comes to dressing.

  64. Monika Poppy

    August 7, 2009 at 7:16 am

    the first one does such a brilliant job mixing the dressy and casual look


  65. Diana

    August 7, 2009 at 7:19 am

    Yes, I must admit I despise it when grown-ups pretend to stay forever young by wearing clothes that should be reserved for kids or teens. Age with dignity, lads :-)

  66. Diana

    August 7, 2009 at 7:21 am

    …and yes, it is very Dorian Gray'ish.

  67. martis

    August 7, 2009 at 7:31 am

    Really great,
    except for the shoes, i can NOT
    stand the Converse label, it's so borin'…

  68. Gary K.

    August 7, 2009 at 7:39 am

    Agree w/ anonymous above re the little boy look of jacket and shorts. And the high-tops don't help matters. Little boyish, nerdy. Not a good look for a grown man. Maybe not even for a kid, for that matter.

  69. pixie

    August 7, 2009 at 8:13 am

    top guy looks like he's on his way too school. The shorts are too tight.

    The bottom guy rocks it.


  70. Maria

    August 7, 2009 at 10:40 am

    I wish more people dressed like this in the states.

  71. an

    August 7, 2009 at 11:06 am

    i love both of these looks. i love when people shake up their ensembles a little bit with an element of surprise. totally cute.

  72. an

    August 7, 2009 at 11:13 am

    Also, I think the reason why the Cons work better in the second photo is because of the uninterrupted black and white, thrown in with casual grey turn-up shorts.
    In the first photo, the navy-blue and white color palette (along with the pocket square, of course) conveys a clean sense of formality, so the Cons are jarring once you move your eye down to the foot.

  73. Roth and Ko.

    August 7, 2009 at 12:34 pm

    Converse with a suit coat!? How subversive!!

  74. Anonymous

    August 7, 2009 at 12:48 pm

    Nerd nouveau is a popular current look, especially with art students. There are better examples of it, thank heaven.

  75. travelbug

    August 7, 2009 at 1:28 pm

    Who knew high-top Keds would be such a fashion rebellion. Or are they Converse sneakers? I always see them as Keds.

    This is an American influence that is comparatively benign — considering all the junk food we're responsible for spreading around the world.

  76. junglesiren

    August 7, 2009 at 1:41 pm

    Wow! I love people who really don't care if they look like oddballs, really don't care if there isn't an ounce of sex appeal in their style, really don't care what anyone thinks. How boring a place it would be without them.

    These dudes are of the Pee Wee Herman school of dressing…. bringing a giggle to all who cross their paths.

  77. Joêlle

    August 7, 2009 at 3:59 pm

    Cons will always rule!

  78. anna

    August 7, 2009 at 4:46 pm

    pretty awesome. definatley a look meant for europe (or sydney) but still, the hi-tops make the whole look very fun, a nice juxtaposition with the blazers!!

  79. Anonymous

    August 7, 2009 at 7:02 pm

    The first guy looks like he forgot to put his trousers on before he left the house. A bit ridiculous.

  80. sofie

    August 7, 2009 at 7:08 pm

    what's so great here about this being a blog is that you're scrolling down, seeing the top half of a chic gentleman and then scroll further down and be completely surpirsed by the mismatched bottom half – the mismatched-ness being the strength of the look though!

  81. Anonymous

    August 7, 2009 at 7:24 pm

    the shoes are great. classic even. nothing new about wearing them with either shorts or blazers. we did that back in the 80's. the bottom gent has it right. the top gent has it wrong, and it's the too tightness and too whiteness of his shorts that make is so wrong.

    carry on.

  82. mrmiles

    August 7, 2009 at 10:19 pm

    love it…would love to see the cut of the jacket though…

  83. mrmiles

    August 7, 2009 at 10:20 pm

    re. the top pic though, i'd like to see the shorts a touch looser and a touch longer..

  84. notruly

    August 8, 2009 at 12:02 am

    How very Angus-of-AC/DC.

  85. Ashley Handlin

    August 8, 2009 at 2:09 am

    he looks like a flight attendant for some reason.

  86. Beth

    August 8, 2009 at 7:33 am

    I love this look!
    The converse gives thier outfit a nice casual edge.
    Great shots!

  87. eon

    August 8, 2009 at 3:55 pm

    cool! the WHITE socks on the first shot!

  88. Rococo Cocoa is Joe

    August 8, 2009 at 4:55 pm

    Today marks the first day that I own something in a picture on The Sartorialist. Hot.

  89. Anonymous

    August 8, 2009 at 7:29 pm

    I'm sorry, but it's just so contrived, which is never good on a woman, let alone a man. From the fussy little pocket square to the "zany" hightop chucks. It's a look that's trying to say "I'm a little schoolboy". But they're not.

  90. Anonymous

    August 8, 2009 at 8:40 pm

    The guy in the tan blazer in the top photo looks great. The two boys look silly.

    This reminds me that while I adore all of the photos on this blog, my favorites are of the classic, wearable male looks.

  91. Mr.G

    August 9, 2009 at 8:25 am

    Great combination!

    Blog it! >>

  92. sofia

    August 9, 2009 at 9:22 am

    I <3 it

  93. thomas

    August 9, 2009 at 11:19 am

    love it too!

  94. Teena Marcus

    August 10, 2009 at 8:08 am

    The second guy gets my vote. Rather cute & dashing, at the same time ;)

  95. V

    August 10, 2009 at 5:54 pm

  96. designer saree

    August 11, 2009 at 8:46 am

    all are cool.
    i liked bottom one, he don't care for anything.
    amazing photo.


    August 15, 2009 at 9:04 am

    just great ! so stylish guy, anyways.. are they same guy?

  98. Anonymous

    August 16, 2009 at 3:28 pm

    The first man has confidence to boot. Look at his strut. This is why I like the first outfit much better. The white shorts are a perfect fit in my opinion, and they offset the formal wear in a playful, casual way.

    In fairness to the second shot, we can't see how it looks with him standing upright. Buy my money is still on the first.


  99. Anonymous

    August 17, 2009 at 11:17 am

    I think the fellow in the white shorts at the top looks v. geeky. Leave it to Beaver shoes don't belong here. They don't belong on grown men, if you ask me.

  100. Ben

    August 19, 2009 at 6:49 am

    I love the juxtaposition of the formal blazer and casual style high top Cons. It's a look that most people can pull off without even thinking about it. Simple yet stylish. Love it.

  101. Ljerka-Susanna-Lukic

    August 23, 2009 at 7:02 pm


  102. Mona

    March 20, 2010 at 6:50 am

    I'm a huge AC/DC fan, and also a fashion student.
    These guys are rocking the schoolboy look like two groomed Angus fans. It's nice and different, and refreshing to see a bit of male leg :)

  103. Leather Jackets

    November 23, 2010 at 12:21 pm

    Looking Cool!!!

  104. Designer Clothes

    March 18, 2011 at 9:26 am

    wow..! he is looking good with those shorts and blazer.

  105. max

    November 19, 2011 at 7:51 am

    whoooo! great!!

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