1. Eric

    April 27, 2009 at 12:08 pm

    Way to go, Sydney! Sydney expat here in Chicago. Nothing but eyesores in the Midwest. Remember the Sartorialist’s trip to Chi-town? He complained too. :-D

  2. Octopus-home

    April 27, 2009 at 12:09 pm

    incredible photos .

  3. Anonymous

    April 27, 2009 at 12:10 pm


  4. Anonymous

    April 27, 2009 at 12:20 pm

    beautiful ghost

  5. Jules

    April 27, 2009 at 12:25 pm

    wow this picture takes my breath away this man has style down to a science


  6. Anonymous

    April 27, 2009 at 12:25 pm

    What an intense photo. I’m mesmerised by his stare and also, once I noticed it, I couldn’t stop looking at his finger. It looks almost extraterrestrial.


    April 27, 2009 at 12:36 pm

    That’s a great jacket – I like how he obviously has something in his coat pocket. To me that says that he is someone who is completely comfortable with what he is wearing not only from a fashion standpoint but a functional one as well – Well done

  8. suzanne nelson

    April 27, 2009 at 12:38 pm

    Amazing – both subject and photograph ! Very, very strong.

  9. cami falc√£o

    April 27, 2009 at 12:39 pm

    love this.

  10. bIRD

    April 27, 2009 at 12:52 pm

    completely mesmerizing. love the collar detail.

  11. Ruhvana and Flanelli

    April 27, 2009 at 1:01 pm

    I’m so inspired by mens styles at the moment and this one is so classic. I love it!

  12. Jack Daniel

    April 27, 2009 at 1:09 pm

    Beautiful outfit.

    Too bad summer is coming. No more outfits like these.

  13. Aleksis

    April 27, 2009 at 2:02 pm

    Wow…both the outfit and picture is just stunning…have to agree with Jack Daniel…:(

  14. Chesley

    April 27, 2009 at 2:38 pm

    Beauty all around. The man, the clothes, the low contrast of colors.
    Great shot.

  15. Anonymous

    April 27, 2009 at 2:56 pm

    Really interesting and unique collar on that jacket. Nice spotting!

  16. Thomas Davies

    April 27, 2009 at 2:58 pm

    Grey and black is gonna see us through untill next spring…X

  17. Anonymous

    April 27, 2009 at 3:23 pm

    To Jack Daniel:
    Sydney is approaching winter.

  18. Anonymous

    April 28, 2009 at 10:03 am

    Collar detailing? It’s simply been turned up. Everybody with a half-decent jacket can achieve this ‘collar detailing’ which is simply some of the jacket’s tailored structuring.
    And, no, ‘half-decent’ is not a new tailor…

  19. Anonymous

    April 28, 2009 at 11:19 am

    I love all that an intense mode tells us about both the intense person and ourselves! Three cheers!

  20. travelbug

    April 28, 2009 at 11:21 am

    I love the background choice of rich black. It makes the dense color(s) he’s wearing vibrate.

    Very chic dude.

  21. Danielle

    April 28, 2009 at 12:19 pm

    love this portrait.

  22. norawoah

    April 28, 2009 at 1:27 pm

    this is a fantastic photo, well composed!
    And I love the mystery of his pocket.
    As Bilbo Baggins once mused “What is in my pocket?”

  23. james muldowney

    April 28, 2009 at 2:36 pm

    nice pic..love the natural softness of this look quietly chic and a nod to nerdy..only thing that could of improved it??
    An old book in the pocket.
    well done

  24. Poivre Monkey

    April 28, 2009 at 4:09 pm


  25. Ron

    April 29, 2009 at 11:10 pm

    Great hair. Weird pen placement in the pocket – but who am I to judge weirdness?

  26. Anonymous

    May 1, 2009 at 9:19 am

    loved the background.. reminds me of old flemish paintings

  27. domokun

    May 1, 2009 at 1:48 pm

    I love the color tone in this picture.

  28. Anonymous

    May 1, 2009 at 2:13 pm

    great urban colors, captured by a great picture.

  29. no-one

    May 5, 2009 at 1:45 pm

    something monalisa about this picture ..

  30. no-one

    May 5, 2009 at 1:47 pm

    something monalisa about this picture ..

  31. Anonymous

    May 5, 2009 at 3:13 pm

    I love it how his skin stands out so much here… it’s so pale in comparison to the rest of the shot. A great contrast!

  32. Anonymous

    May 7, 2009 at 8:34 am

    Very beautiful (I’m not very proud to say it but it reminded me of Twilight – pale, blue, serious)



  33. Sartorial Student

    May 7, 2009 at 8:48 am

    Brilliant combination of grey and black. The purple detail on the underneath of the collar finishes the outfit off well

  34. Flingdingo

    May 8, 2009 at 2:53 pm

    modern jsinger sargeant portrait.

  35. julian

    November 2, 2012 at 2:54 pm

    Great look and a great photo !!

    But please……put those collars back down !

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