85 comments

  1. Lynn and Horst

    October 15, 2008 at 5:09 pm

    i like

  2. Anonymous

    October 15, 2008 at 5:09 pm

    Pretty solid, All-American look. I could go without the tie, but the rolled jeans make the look.

  3. adictazapatos

    October 15, 2008 at 5:15 pm

    What an stylish man! I don´t like much the bag but all the other things are perfect!

  4. Dan in Richmond

    October 15, 2008 at 5:20 pm

    Great! I love seeing someone this young pay such attention to his style now matter how eccentric. Very individualistic, funky enough to have a rebellious edge but careful enough to choose the right pocket square. A pocket square when I was his age?- no way. And THAT is a cool bag. Nice one.

  5. Anonymous

    October 15, 2008 at 5:23 pm

    The azure blue against the monotony of brick walls and the printed canvas bag bring a certain romanticism to this ensemble.the nicest photo i’ve seen in a long time.x

  6. Farbud

    October 15, 2008 at 5:30 pm

    WOW this one’s so my type.

  7. Anonymous

    October 15, 2008 at 5:31 pm

    reminds me of a Billy Joel album cover from the 80′s, not sure if that’s a good thing.

  8. Jade

    October 15, 2008 at 5:31 pm

    adoré.

  9. Emily

    October 15, 2008 at 5:38 pm

    Remove the tie and make that a messenger back and this could be my husband almost daily. It’s one of my favorite looks.

  10. Anonymous

    October 15, 2008 at 5:38 pm

    He is adorable! Love the pocket square with the ratty jeans and tennis shoes.

  11. Anonymous

    October 15, 2008 at 5:40 pm

    i LOVE it. the whole outfit goes together so well. Even the wooden umbrella handle is adds to his look. Im in awe!!

  12. Holden's Other Half

    October 15, 2008 at 5:40 pm

    This is a great way for the youth to wear a jacket like this. It’s much more casual than part 1, yet still incredibly stylish. I also love the bag with the wooden handled umbrella in it. It’s a great update on a classic look.

    I’m still unsure what I think about the rolled jeans look that is cropping up (pun intended) this fall.

  13. indigo warrior

    October 15, 2008 at 5:50 pm

    The first time I saw my husband he was wearing jeans, a white button down shirt and a bomber jacket. Simply a vision. I love this look. He appears to do something besides going to meetings all day.

    I wonder what’s in his bag of tricks?

  14. Alex D.

    October 15, 2008 at 5:55 pm

    Yes please. This is like what i wear all the time. Rolled jeans, knackered vans, fitted blazers, subtle pocket squares, and fun belts. Comfortable cool. This is some kind of wonderful.

  15. gnjido

    October 15, 2008 at 5:59 pm

    A walking, talking GAP ad if I ever saw one.

  16. Miguel

    October 15, 2008 at 5:59 pm

    So classic, from hair to toe… and he handle of the umbrella is just a perfect complement.

  17. La Condesa

    October 15, 2008 at 6:06 pm

    I love the bag! and the fact that an umbrella is pointing out from it

  18. Peter

    October 15, 2008 at 6:13 pm

    the J Crew catalog comes to mind

  19. TMR

    October 15, 2008 at 6:53 pm

    It’s the Holden Caufield look…!

    Why does this look cool on Italians and naff on Americans?

  20. c-yo

    October 15, 2008 at 7:04 pm

    Wow. Something to aspire to. Much better than that gentleman a few weeks ago with distressed jeans and loafers with skulls.

  21. MH

    October 15, 2008 at 7:10 pm

    Great bag. Otherwise I’m kind of bored. Blue denim has lost it for me.

  22. Jack Daniel

    October 15, 2008 at 7:12 pm

    okay, this looks good.

  23. Lady Lala

    October 15, 2008 at 7:22 pm

    Pretty is, I like everything I especially like his bag of hand

  24. Ausrine

    October 15, 2008 at 7:23 pm

    I like the large bag as well as the cuffed jeans. The color pallet works nicely.
    Very Vampire Weekend. I love it.

  25. Anonymous

    October 15, 2008 at 7:29 pm

    more like a polo ad

  26. Anonymous

    October 15, 2008 at 7:51 pm

    I love.

  27. JennyLu

    October 15, 2008 at 7:57 pm

    The shoes don’t go. They look out of place

  28. Anonymous

    October 15, 2008 at 7:59 pm

    No one’s said anything about the collar pin! I like all the thought that went into this without making it look contrived. And he’s not afraid to store stuff in his jacket pocket (note the ruffled welt pocket flap on his right, probably for extracting the phone) which to me shows he’s comfortable living in and using his clothes. All very effortless, well done!

  29. Je Ne Sais Quoi {Zoé}

    October 15, 2008 at 8:33 pm

    The All-American look. In europe they say American has no style, but that is not true. It is just different. This is a perfect example. Très chic – Zoé

  30. Toad

    October 15, 2008 at 9:07 pm

    Jeans and jacket=ok
    Jeans and Jacket with tie =no no no

  31. Kelley

    October 15, 2008 at 9:12 pm

    I wish more guys where I live would dress like this. It’s such an easy look for a guy to put together. He’s dressed nice without being too stuffy looking.

  32. Barrett

    October 15, 2008 at 9:34 pm

    He looks too good to be doing laundry on a rainy day, but that’s what I imagine is in the bag. The look is very well done but nothing special until you add that bag.

  33. Anonymous

    October 15, 2008 at 10:25 pm

    A tie with jeans? I just don’t get it.

  34. Hadley Gets Crafty

    October 15, 2008 at 11:04 pm

    I went to prep school in Kentucky, and so many of the fellas dressed very much like that. It was something I missed when I moved to the West.

    I want a pair of those Keds!

  35. Hissy Stitch

    October 15, 2008 at 11:07 pm

    Casual without looking sloppy. The young men in the classes I teach could learn something from this — if they could take their eyes off of their text messaging long enough to pay attention.

  36. indigo warrior

    October 15, 2008 at 11:36 pm

    Maybe he’s Italian and visiting New York?

    I miss Levi’s 501′s. Buttons. So hard to find buttons, much less good ones. I think they are still made, but seldom worn.

    Sart, find a good looking guy in 501′s pretty please …

  37. y.f. dubble

    October 16, 2008 at 12:00 am

    yawn for the fit and a double yawn for his expression.

  38. metscan

    October 16, 2008 at 12:13 am

    Compared to the guy two pictures down,this guy comes far behind. He is younger,and looks sloppy. The jacket does not help to make it better.

  39. andrea.at.the.blue.door

    October 16, 2008 at 12:15 am

    This one definitely goes in the “classic” column. It’s a look I saw on a bus 25 years ago in Philadelphia, only in that instance the gentleman was wearing vintage brown and white saddle shoes, immaculately polished. It was perfection.

  40. creative cookie

    October 16, 2008 at 1:00 am

    The over-sized bag was an unanticipated surprise. It takes the look over the top. Love it.

  41. Anonymous

    October 16, 2008 at 1:38 am

    Love it. Love it. Love it!

  42. Dominica

    October 16, 2008 at 1:39 am

    Love the bag and his belt but the rest of his outfit is as MH said : boring…

  43. michaeljosephowens

    October 16, 2008 at 1:48 am

    He looks great in those 501s. Nice belt and bag, too!

  44. Ben

    October 16, 2008 at 2:23 am

    This has nothing to do with (part 1) which is a legitimate look. Descriptivism accepted, this is just schlub.

    Acceptable jacket, acceptable tie, lame jeans, irrelevant shirt; doofy shoes. The bag screams irrelevance.

  45. Anonymous

    October 16, 2008 at 3:21 am

    I prefer Jeans & Jacket part 0 on the Gant-wearing guy from a couple of days ago. I think the whole look comes together better than the 'business up top/party down below' of parts 1 and 2.

  46. Anonymous

    October 16, 2008 at 4:59 am

    Take me on a trip, I’d like to go some day
    Take me to New York, I’d love to see LA
    I really want to come kick it with you
    You’ll be my American Boy…

  47. Laurence John

    October 16, 2008 at 5:20 am

    jacket and beaten jeans often looks like an ex-public school boy affectation. denim with holes in lost its rebellious edge when it became available to buy with pre-done holes. now it looks more like a symbol of generic sameness.

  48. cempluk

    October 16, 2008 at 5:53 am

    this dude looks like matthew perry

  49. Anonymous

    October 16, 2008 at 6:38 am

    Great jacket. I love the Sperry topsiders in blue. Hope to see you in Helsinki soon, Sart! :)

  50. Annika

    October 16, 2008 at 7:02 am

    So cute! The umbrella!

  51. izzydore

    October 16, 2008 at 7:25 am

    are those raw edges on the hem of the tie? i love the bag and the way the jeans fit.

  52. strikk

    October 16, 2008 at 7:30 am

    fabulous bag!

  53. -h of candid cool

    October 16, 2008 at 7:55 am

    i love that litlle detail of the umbrella hook, hook outside of the bag.
    really great overall.

  54. Anonymous

    October 16, 2008 at 8:24 am

    I like this one much better than what you entitled “Part 1″ because all of the second guy’s clothes look worn and thus more natural and relaxed. I think the key to looking sharp is wearing stuff like you were born in it.

  55. Moi

    October 16, 2008 at 8:27 am

    He/this look reminds me of the “hip” boys I went to high school with in the ’80s. I’ll always like it.

  56. Kjersti

    October 16, 2008 at 9:55 am

    Do you think he realizes that look is now back in style?! ;D

  57. Anonymous

    October 16, 2008 at 10:23 am

    Ralph Lauren head to toe… looks great!

  58. Anonymous

    October 16, 2008 at 11:16 am

    we’re seeing a couple new ways to do denim and jackets. i thought it was a bit out. but with the vintagish/skinny tie maybe?

    hmm, not sure where he’s going that that would be cool. class? work?

    love the shirt collar though. and the hair

  59. Anonymous

    October 16, 2008 at 11:20 am

    I’m sure he works at the Mansion….

  60. Jeremiah William McCarthy

    October 16, 2008 at 11:32 am

    call me.
    p.s. love the stronghold.

  61. Allen - East Hampton

    October 16, 2008 at 2:55 pm

    This guy really nails it. Love the croc(?) belt.

  62. Anonymous

    October 16, 2008 at 3:53 pm

    Love the distressed Vans shoes!

  63. Tim

    October 16, 2008 at 6:53 pm

    Boat shoes or penny loafers in the color of the belt would have been the perfect addition instead of the Vans shoes. All in all it is a very prep school inspired look. He definitely reminds me of Holden, the main character from Catcher in the Rye. I really like it and it is nice to see that classy young guys still exist.

  64. Anonymous

    October 17, 2008 at 5:25 am

    without the bag (and the wooden-handled umbrella – he’s a kid!) this chap’s standard and wouldn’t be given a second glance

  65. urbanita

    October 17, 2008 at 6:11 am

    Fantastic mix: distressed jeans with a blazer.

  66. Catherine

    October 17, 2008 at 2:26 pm

    Alex Keaton for the new millenium.

  67. Anonymous

    October 18, 2008 at 8:59 am

    The collar-pin type safety-pin is stylish. The shoes like penny-loafers could be beter choise.

  68. kolorit

    October 18, 2008 at 11:03 am

    what is this bag?!

  69. jacobo de fortabat

    October 18, 2008 at 2:10 pm

    I love this postmodern remix, very common but comfortable. A cosmopolitan look for airpots, work, university, after work for a drink or an informal party… A common boy nothing flashy but with a “something” special -maybe the fantastic bag that gives him a modern “touch”(please I want one! -a bag like this, of course-)

  70. Anonymous

    October 18, 2008 at 5:07 pm

    i feel like i’ve seen this before.. a lot.. which is fine. he’s got style and that’s good. but i agree that without the bag and perhaps pocket square, he’s another trendy young man.

  71. Just me

    October 19, 2008 at 8:45 am

    Lovely !!!!

  72. Famous quote by catherine “Alex Keaton for the new millenium”.

  73. thwany

    October 21, 2008 at 12:32 am

    i love vans classics.

  74. arthurw1

    October 21, 2008 at 4:00 pm

    clean look….you can tell this guy is about his denim because of the strong hold bag

  75. Jacobo de Fortabat

    October 23, 2008 at 1:35 pm

    To “anonymous” before this post:
    This bag (I love it!) is from “The Stronghold”…

    “The company operates a store on Abbot Kinney in Venice Beach, California (1625 Abbot Kinney Blvd. Venice, CA 90291 (310) 399-7200), that stocks the house label, as well as an edited collection of classic brands. Revered American companies like Filson, Pendleton, White’s Boots, Russell Moccasins, American Optical sunglasses and Stetson hats.”

    I believe it’s imposible to buy on line. But if you have a friend in Venice Beach, Califoria… I want another for me.

  76. Oscar Ortiz

    October 23, 2008 at 9:14 pm

    Me, everyday. The bag: very good idea. The look: easily attainable at a second hand store: Goodwill (USA). Love it.

  77. Joshua

    October 31, 2008 at 11:45 am

    One Anonymous poster commented “Ralph Lauren head to toe”, and a few others referred to the look as ‘Polo.’ I actually believe this is a salesman that has worked at both the Ralph Lauren mansion on Madison and the store in East Hampton.

  78. Anonymous

    November 1, 2008 at 9:32 pm

    We have resolved to form a good looking outfit… believing that thus we can most successfully accomplish our object…..

    I believe we’ve met before?

  79. Anonymous

    November 2, 2008 at 1:21 am

    nice concept but the poor fit makes it quickly turn boring and dated and done. liked it but over it in three minutes! an italian man would have fit and styled differently.

  80. Anonymous

    November 3, 2008 at 10:25 pm

    This is what we French mean when we talk about American casual chic.
    I love it!
    xavier

  81. Will

    November 12, 2008 at 8:57 pm

    This doesn’t look at all bad, mind you, but I can’t fathom what is remotely individualistic about it.

    What is so hard about pairing a sportcoat with a pair of crummy old blue jeans?

    I’m sorry but this guy is the splitting image of Michael J. Fox in Bright Lights, Big City.

  82. Anonymous

    November 24, 2008 at 12:03 pm

    He is a Ralph Lauren Sales Professional at 867 Madison.

  83. Anonymous

    November 25, 2008 at 8:45 pm

    Is he rocking Vans?! Love it!

    I feel like I’ve seen this before though… I agree with TMR, it’s Holden Caulfield come to life!

  84. Anonymous

    December 18, 2008 at 2:58 pm

    I’m glad someone mentioned the Stronghold store. Great looking products and great people.

  85. Ian

    December 31, 2008 at 3:11 pm

    Classic

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