Monday, September 17, 2007

on The Street…….Not Half Plaid, Manhattan


Close comment

Detach comments


  1. Hong Kong Loudspeakers

    September 17, 2007 at 6:02 pm

    Call me a fashion dummy. This outfit just does not look right.

  2. Anonymous

    September 17, 2007 at 6:02 pm

    oh… my…. i just have to…. slighlty off topic, but…. can i say this?…..

    he. is. sexy.

  3. McGee

    September 17, 2007 at 6:07 pm

    The half-tuck, half-untucked look for a shirt of a certain length looks fine, but is far too studiously disheveled for my taste.

  4. Anonymous

    September 17, 2007 at 6:30 pm

    Way overdone

  5. Anonymous

    September 17, 2007 at 6:46 pm

    naughty schoolboy; cute look
    how is a blue blazer and shorts way overdone??
    i like it

  6. Anonymous

    September 17, 2007 at 6:53 pm

    I happen to love this look! And yes…

    he. is. sexier. in person!

  7. Anonymous

    September 17, 2007 at 6:55 pm

    Way UNDERDONE, as far as I can see. This guy looks as if he just fell out of bed and put on whatever was at hand. There’s nuthin’ happening for me here.

  8. rayanne graff

    September 17, 2007 at 7:03 pm

    I know a lot of people are going to say that it looks like he forgot his pants this morning- but I think he looks like a wacky-inventor type, like the dad from Honey I Shrunk the Kids, but younger. For some reason… I think it looks good.

  9. Laguna Beach Trad

    September 17, 2007 at 7:03 pm

    Great photo, Sart! This is a case where the different elements are much more successful than the outfit as a whole. The blazer, the plaid shorts, the black oxfords, the narrow tie, the hornrims — these are some great pieces. I wouldn’t necessarily wear all of them together at the same time, as this young man has done, but to each his own.

  10. Candid Cool

    September 17, 2007 at 7:20 pm

    Clever title. He carries what most men couldn’t do. But I am more liking his leather tote

  11. Sara

    September 17, 2007 at 7:22 pm

    You should have shot this against a phone booth–he looks very much like he was caught changing into super scotsman–from Clark MacKent. Very hot, I would prefer it if his shirt was all tucked or all not tucked. Refreshing to see plaid shorts looking so good.

  12. Anonymous

    September 17, 2007 at 7:38 pm

    The dressy shoes with shorts look a bit off to me – and the plaid shorts merely look like boxers.


  13. Anonymous

    September 17, 2007 at 8:00 pm

    Too studiously casual to be effective.

  14. landis

    September 17, 2007 at 8:09 pm

    ok, this rocks.

    such confident comfortable attitude! i adore the shoes, the tie, everything.

    now if he’d just tuck it in. . .

  15. Frances

    September 17, 2007 at 9:18 pm

    I like this outfit..I do, but at the same time it looks like he just forgot to put on some pants & walked out in his boxers.

  16. pat_bright

    September 17, 2007 at 9:21 pm

    I love this!
    You can tell that he had fun dressing for the day, and going out to the city to see people’s reaction to his greatness!

  17. Single Threat

    September 17, 2007 at 9:57 pm

    Finally the runway meets the street. It’s like you see so many GREAT looks on the runway, but so few people ever readapt a ‘major look’ into a day to day aesthetic that could actually turn heads like this dandy does. Shorts with brogues are so under-utilized. This outfit is a perfect ten – down to the black “no show socks”. Even this look could knock Thom Browne’s flood watchers off…..

  18. Anonymous

    September 17, 2007 at 10:06 pm

    On first glance, I thought this look was pretty cute. Second glance…well, he looks like he forgot to put his pants and socks on before he left home, and is wearing plaid boxer shorts. Third glance, how about some short fiction: Her husband came home unexpectedly and he had to leave very quickly via the fire escape!

  19. Anonymous

    September 17, 2007 at 10:27 pm

    Too affected and those shorts look like boxers. It’s half plaid and half bad. Get some fashionable shorts, man! And put away those American Eagle frat-boy shorts.

  20. dae2x

    September 17, 2007 at 10:41 pm

    love the ysl essaouira tote. the rest of the oufit – so, so.

  21. zarc

    September 17, 2007 at 11:45 pm

    Wow that man looks FABULOUS!

    his style is impeccable.

  22. Jayce B.

    September 17, 2007 at 11:50 pm

    Is this the brother of shrunken suit guy? I had to A/B them to make sure it wasn’t the same guy but this whole ‘I’m breaking the rules, so what?’ thing is in a similar theme.

  23. Anonymous

    September 18, 2007 at 12:05 am

    His look is right out of GQ. The skinny tie, plaid pants, nerdy glasses thing. I don’t really dig it when it’s just a rip off. REAL nerdy guys=way way hotter…and more intriguing too.

  24. Anonymous

    September 18, 2007 at 12:07 am

    He is half-dressed,and certainly getting attention,which obviously is his aim,walking in his boxers.Hate the tie and bag too.UGH

  25. Pistachio Of Liberty

    September 18, 2007 at 12:16 am

    I just sent an imaginary Dear John letter to Hot Polo Star Lover telling him I am dumping him for this guy.

  26. Mr. Badami

    September 18, 2007 at 12:17 am

    i’m sorry, but he looks disheveled and like he forgot his pants on the way to work…..

  27. mitsue

    September 18, 2007 at 1:06 am

    one way to approach this man,

    “hey, that’s a really nice tie. Can I take your picture?”

  28. curiouskaryn

    September 18, 2007 at 1:15 am

    Two words: No likey. I agree with Mcgee, this look is too consciously rumpled to be authentic. The guy has great legs though, but if I saw him on the street I’d think, “pul-leez, Louise.” And the half-tuck thing is just horrible in general. I can almost accept it with a T-shirt and a great belt buckle but even that is kind of pretentious.

  29. DeepBlueSea

    September 18, 2007 at 2:26 am

    Sart, you wrote a while ago that you needed to work on your headlines a bit…

    Hope you didn’t spend too many minutes on these last few. ;o) Still it’s all quite cute.

    But luuuv the blog and the guy here is cool. Especially the top half.

  30. will anderson

    September 18, 2007 at 2:41 am

    this is great. he must have had a wild week before getting up that morning, asking himself what he should wear and put that together. it looks like the culmination of several steps toward fashion anarchy. not for the novice.

    nice shot

  31. Saelan

    September 18, 2007 at 3:46 am

    don’t care for the half tuck and, yeah, the shorts look like boxers, which is too back, because everything else is excellent. you might be less likely to notice him a normal pair of pants, but he really would look better.

  32. pig_93

    September 18, 2007 at 3:55 am

    If we saw him on the street we wouldn’t think he’s that cool, but when you think about it, this is style isn’t it?

  33. Cut of cloth

    September 18, 2007 at 5:02 am


  34. Magnus

    September 18, 2007 at 5:03 am

    I love that he carries his bag on the same side as the untucked part of his shirt. It produces a nice stairway effect.

  35. Was das Ganze soll.

    September 18, 2007 at 5:44 am

    I’m not sure abou that. But I think it would look better if he weard Chucks instead of this dressy shoes.

  36. Zachary

    September 18, 2007 at 6:52 am

    Is he a poster-boy for Band of Outsiders? i believe the tie and the jacket are of that brand. I love everything but the demi-tuck. it looks too calculated and over-wrought. With a full tuck the look would be awesome. I dig the whole dress shoes and shorts thing. It’s grown up yet playful.

  37. daniqueconijn

    September 18, 2007 at 7:00 am

    i think he is sleepwalking..
    i don’t think anyone would seriously wear this in the daylight..
    it’s too much of things going on..
    prep vs. business vs. i don’t know
    im sorry i do not like it

  38. Butch

    September 18, 2007 at 7:27 am

    Naw, this is kool. Overly studied, perhaps, but still amusing in an original way.

    Shorts are a kind of kilt evocation, and the untucked shirt tail is just the right touch.

  39. Josefin

    September 18, 2007 at 7:34 am

    For me he pulls it of because he’s tucked in his shirt nicely and matched with the right tie, but it’s kind of a strange look, yes. Just wanted to say that i loved your shoot for UK Elle “Style in the City”, you got a very natural look even though the models were sporting dior bags and prada shoes. Great job!

  40. Anonymous

    September 18, 2007 at 8:34 am

    oh my god… this guy is pure sexiness… what he is wearing is his laugh about how no clothing in this world can harm his allure…

  41. simplyolive

    September 18, 2007 at 8:48 am

    again, he looks like he’s a member of that group of guys you photograph who keep forgetting to put their pants on before leaving the house…especially w/ the untucked shirt.
    (it just doesn’t work for me)

  42. david

    September 18, 2007 at 8:57 am

    i enjoy this. imagining the looks i’d get if i rocked this look around town…i think YES.

  43. Anonymous

    September 18, 2007 at 8:58 am

    Nice job… wish I had was tan enough to pull this off!

  44. The Sartorialist

    September 18, 2007 at 9:48 am

    sorry but the “looks like he forgot his pants” comments are so amateurish

    you don’t see anything else in the image?

    what about the idea of shorts with heavy black dress shoes. I think that is what really caught my eye about this.

    unless we want to suffer another few summers in A&F cargo’s then we have to get over our “boxers” paranoia

  45. Anonymous

    September 18, 2007 at 10:00 am

    I like it. He wears it well.

  46. Alice Olive

    September 18, 2007 at 10:57 am

    Is the shirt deliberately untucked? Have to respect all the effort for this ensemble. And I think it works on him.

  47. Anonymous

    September 18, 2007 at 12:18 pm

    Amateurish? Yes, I think most of the commenters on your blog are not fashion professionals. Isn’t that part of the point? It’s not just about the shorts with dress shoes look, it’s that they’re a plaid that is very reminiscent of boxer shorts. They just are.

  48. Three Repute

    September 18, 2007 at 12:27 pm

    the key to wearing plaid to make it not look like pajamas. i applaud his effort, but it’s not quite there.

  49. Paul

    September 18, 2007 at 1:47 pm

    i think he looks a bit like “David Letterman when at prep school.” still, all in all a cool look.

    a few commenters seem to forget that some of your subjects are making a style statement/experiment, while other are simply stylishly appropriate. i think this fellow makes an interesting statement.

  50. Betsy

    September 18, 2007 at 3:02 pm

    Obviously this isn’t the “he just rolled out of bed” look. You can tell that he took time to look like this otherwise he wouldn’t be carrying that hefty leather bag along with the woody allen glasses and artsy look of it all. He knows what he’s doing, he’s stepping out of the norm and I commend him. Also he has great man legs, why not show them off.

  51. cordelia

    September 18, 2007 at 3:31 pm

    Joy, a free line. AND good taste…

  52. horsdumonde

    September 18, 2007 at 7:13 pm

    He looks too old to dress that way. Rather undignified, if you ask me.

  53. simplyolive

    September 18, 2007 at 7:27 pm


    my thought is that why wear a jacket if it’s hot enough to wear shorts?
    and why heavy-looking leather oxfords with one’s legs exposed?

    …i call it common sense.

  54. Anonymous

    September 19, 2007 at 1:43 am

    yes!! too studiously disheveled! that’s exactly the sentiment i was searching for, mcgee. brilliant. the shirt completely turned me off to the other elements that i would have been open to. it’s a bit costumy, sort of “naughty schoolboy” (oh someone else said that, too), and the shirt sent it over the edge.

    and i did not get boxers from this. more like kilt, which is kind of whimsically interesting, athough i’m sooo glad it’s not actually one. blue and black working together well. and i like the hunter green behind him.. kinda completes the color scheme.

    but definitely, Team Tuck! i’m resistant to be too supportive because of the affectation oozing from that irksome shirt.

  55. ula

    September 19, 2007 at 4:01 am

    oh my, this looks sexy :)

  56. Anonymous

    September 19, 2007 at 6:02 am

    very funny indeed.

    suspect: in some areas (Manhattan, the upscale bit of Stockholm) people are now running around with nothing to do, their only hope to be captured by the Sartorialist in one of his increasingly commercially oriented forays. Plaid in full!

    the guy looks excellent btw: arty-Sarty is what I’d call his style.

  57. Anonymous

    September 19, 2007 at 8:30 am

    its chic. it’s now. its expensive. i love it.
    its a LOOK.
    if thats a YSL bag too then he’s up and coming.

  58. Anonymous

    September 19, 2007 at 9:56 am

    perhaps the shirt just came untucked??

    consider this: i have seen the sartorialist at work and most of his pics are snapped on the fly… they are not posed, styled, composed etc.. they are done quickly (and honestly if you will)

    re all the “studiously disheveled” comments – this pic was taken on 10th ave, after the thom browne show at NY fashion week.(i saw the subject sitting in the front row) if memory serves it was over 90 degrees that day. trudging thru nyc in that kind of heat may naturally produce some sort of dishevelment?

    and yes – some folks do wear blazers with shorts, and to me these look vinatge (not American Eagle)

    i say well done; at the least we have all taken the time out of our lives to comment about it and so if only for that i applaud.

  59. Anonymous

    September 19, 2007 at 2:26 pm

    Love the shoes, glasses and bag. HATE the half-tuck. The headline is perfection!

  60. Raconteur

    September 19, 2007 at 9:13 pm

    I think that’s Peter (don’t know his last name)-David Rubenstein & Jeffrey Kalinsky’s assistant. He’s always well-dressed.

  61. giuseppe timore

    September 19, 2007 at 11:19 pm

    it’s not a bad look, if perhaps a bit off season.the accessories…
    wouldn’t this have worked better with a pair of beat-up, low cut off white chuck taylors and a more classic canvas tote with navy blue handles?

    maybe a gin and tonic and a sailboat?

  62. Playkill

    September 20, 2007 at 2:03 am


  63. form and function

    September 20, 2007 at 3:23 pm

    This dude is trying too hard. I hate when an outfit just doesn’t make sense, because if it’s hot enough to wear shorts, then why would you wear a jacket. It’s one thing to wear a long-sleeved T-shirt with shorts at night down the shore, but it’s too unbalanced.

  64. ADA

    September 21, 2007 at 6:46 pm

    i sooo love this one! he’s.. wow!
    and the clothes… couldn’t have been better.

  65. TonyCa$h

    September 27, 2007 at 7:25 am

    Great shot…. and you really just met this guy on the street?

  66. Anonymous

    September 27, 2007 at 7:37 pm

    the half untucked shirt is a little much, but other than that it I like it. A lot.

    nice legs by the way

  67. rachel

    December 26, 2007 at 2:29 am

    love the refined casual look.

  68. Martine

    August 15, 2011 at 10:40 pm

    Adorable. id talk to him.

  69. K Rut

    June 1, 2012 at 7:08 pm

    This is all wrong, yet…it’s so right! The key to this look? The confidence to pull it off!

  70. Martine

    April 29, 2013 at 4:49 am

    This is all wrong, yet…it’s so right! The key to this look? The confidence to pull it off!

  71. pete hopkins

    May 28, 2014 at 1:14 pm

    organized chaos! his clothes are to clean to look ill planned. if it wasn’t for the “zoolander” look on his face, i would say this is a good example of schoolboy sprezzatura.
    works for me. how about lose the expression and this would be a home run.

Leave a comment

Related posts