Japan’s Boston Tailor Navy Linen Size 38S Giveaway — We Have A Winner

Update: We have a winner, and it is Robert Staehling. Please email me, sir, at your convenience.

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Back in April we ran an interview with Ken Yamamoto, the man behind Japan’s Boston Tailor. Yamamoto-san has kindly donated a superb piece of craftsmanship for one lucky winner who can wear a size 38 short.

The navy jacket is made of Irish linen supplied by Spence Bryson. It features an undarted chest, triple patch pockets, partial lining, hook vent, and working buttonholes with two on the cuff. The critical measurements are as follows: the length is 29 inches from the bottom of the collar. The chest is a tad over 20 and the shoulders a tad over 18.

To enter the contest, leave a one-sentence comment telling us how you’d wear the jacket. For example, with popped polo shirt and boat shoes, with khakis and blue buttondown, or, in my case, a club tie, pinned club-collar shirt, and bit loafers. Winner will be chosen by random number-generator. We’ll keep the contest open for a week. One entry per person or you will be hounded by the Furies. And if you’re loaded, let the financially challenged have a shot.

Thanks again to Yamamoto-san for his generous donation. — CHRISTIAN CHENSVOLD

80 Comments on "Japan’s Boston Tailor Navy Linen Size 38S Giveaway — We Have A Winner"

  1. Wow, beautiful! Maybe – khakis, blue OCBD, green and yellow striped bow tie, penny loafers. Or for more of a weekend look – white jeans, blue university stripe OCBD (no tie), blutcher mocs?

  2. White cotton Brooks Brothers (Red Fleece) dress shirt; khaki-colored chinos; brown leather belt; brown leather Cole Haan “drivers.”

  3. A white long sleeve oxford shirt, blue white stripe tie, a tan chino, Dark brown suede tassle loafers with a brown woven leather belt and a white linen pocket square.

  4. I wear a 38S, so this jacket would be perfect for me. I’d wear it with a white with blue stripes OCBD shirt, khaki trousers, argyle socks and dirty buck shoes.

  5. I’d wear it with a pink and blue pinstripe dress shirt (Brooks Brothers of course), no undershirt and baby blue chinos, with a set of black christopher todd oxfords with orange laces.

  6. Something in my size! I’d wear it with a blue OCBD, navy bow-tie with red/white anchors, stone chinos, navy/tan stripes surcingle belt, and beef-roll penny loafers – sockless of course).

  7. Brian Escamilla | August 28, 2019 at 1:29 pm |

    With a tattered OCBD and Nanny reds!

  8. Trevor Jones | August 28, 2019 at 1:30 pm |

    Despite already having four Boston Tailor jackets, I HAVE to enter this contest.
    I’d wear with tassel loafers, khakis, a pink oxford, and a fun print tie.

  9. Grey Press flannels, tattersall Brooks BD, navy school tie.
    Black socks, with pennies and a belt in burgundy.
    Green and navy striped RAF with a black-faced 24-hr Timex weekender.

  10. I think this jacket would look great with a pink striped button-down, blue knit tie and light khakis with penny loafers to finish it off!

  11. whiskeydent | August 28, 2019 at 1:35 pm |

    If I could wear it (I’m a 44L), I’d be in a light blue end-on-end BD, kelly green knit tie with white crossing stripes, light gray hopsack trousers, navy socks, and “dark chili” AE Acheson tassel loafers.

  12. I would wear it solo – like an ivy bathrobe.

  13. StillHereEd | August 28, 2019 at 1:57 pm |

    Wow, so many others who wear a 38S.

    I’d wear it with one of my J Press madras shirts, or perhaps a seersucker striped shirt, poplin khakis.

  14. This jacket would look terrific in combination with my made to measure white (and wide!) japanese denim trousers and a vintage red Lacoste polo.

  15. Khaki chinos, pink ocbd, bleaker tie with collar pinned

  16. Jeans and Converse

  17. Cream linen trousers, blue OCBD, navy knit tie with vintage tie tack (for mid-century flair), brown suede weejuns.

  18. Mike Butler | August 28, 2019 at 2:41 pm |

    Thank you Yamamoto-san; i’d wear this great jacket with levi 501 jeans, a white ocbd, a yellow and green striped knit tie and brown tassel loafers.

  19. As a student at a campus where prep is not uncommon, loose linen trousers, white OCBD, and suede loafers. I’m just a poor grad student, and this would be a beautiful and welcome addition to the wardrobe!

  20. Evan Everhart | August 28, 2019 at 3:21 pm |

    I would wear that jacket with vintage high rise PRL lightweight khaki drill chinos, a vintage Brooks Brothers palest pink pinpoint OCBD, vintage moss green Brooks Brothers garza fina grenadine tie, a deep mahogany brown alligator belt, white pocket linen in hide and go seek, olive green linen over the calf socks, and either vintage Church’s cordovan tassel loafers or Alden cordovan full strap penny loafers and my Grandfather’s watch, ring, and tie clip.

  21. Would look great with dark, slim jeans; camp mocs; and collared shirt!

  22. Maybe with khakis, blue OCBD, club tie, and brown loafers.

  23. Send me a 43 long and I would pair it with some well worn PRL Prospect pants in olive drab, cuffed with no break, Trafalgar engine turned belt, worn as hell cordovan Alden 762’s that I just had re-soled, white BB OCBD, Omega Seamaster with NATO watch band, New Wayfarer sun glasses and a crew cut.



  24. Charlottesville | August 28, 2019 at 4:41 pm |

    Like brothers Whiskeydent and Sacksuit, I would need to shed a few inches both vertically and horizontally in order to enter the contest, but what a beautiful blazer and generous gift. Good luck to all. I would wear it with either a pinned club collar or OCBD in white, with a green, navy and white BB No. 1 stripe repp tie, tropical-weight Polo gray wool pants, cotton Argyle socks in navy and gray, and cordovan penny loafers from Alden. Alternatively, a cotton madras or Liberty tie, white linen pants and white bucks would be pretty snazzy for a garden party.

  25. Charlottesville,

    Enter the contest and wear the coat in the Thom Browne style.



  26. Blue cotton-linen oxford button down, madras tie, light tan linen pants, brown Alden (unlined) chromexcel loafers. Good luck to all.

  27. Charlottesville | August 28, 2019 at 5:05 pm |

    Excellent advice, Whiskeydent, but I’m afraid that even Mr. Browne’s jackets can be buttoned in an emergency. At 5’10 and a hundred and plenty, 38S would not do it for me.

  28. Charlottesville | August 28, 2019 at 5:07 pm |

    Sorry, Will. I meant “Excellent advice, Sacksuit.” All you tall guys look alike to me.

  29. I’d pair the jacket with a pink oxford button down, navy silk knit tie, white cotton trousers (with a generous cuff), and burgundy Alden tassel loafers (worn without socks, naturally).

  30. Patricia Lunn | August 28, 2019 at 6:03 pm |

    Navy white seersucker pants and white Ralph polo.

  31. How nice a jacket and how kind of you for giving it away.

    I’d wear it with a pair of charcoal pants, Alden tassels, and a white shirt. If only the clothes could make up for my looks!

  32. Would wear with a university striped ocbd, cuffed khakis, and penny loafers.

  33. Henry Contestwinner | August 28, 2019 at 7:25 pm |

    What to wear it with, what to wear it with…

    Well, how about a pink OCBD, cotton madras tie, stone chinos, and Weejuns?

    Or how about a yellow-on-white windowpane shirt, pink seersucker bow tie, white linen trousers, and white wingtip bucks?

    Or maybe even a blue gingham checked shirt, multicolor pastel striped tie, mustard linen trousers, and spectator penny loafers?

    Regardless of the outfit, it would have to be topped off with either a Panama hat or a coconut straw porkpie hat.

    And yes, I have all those things in my wardrobe—except the lovely jacket.

    Now, what about the socks?

  34. Brian Glover | August 28, 2019 at 7:58 pm |

    I’d go with a tattersall-check shirt, olive khakis, blue Allen Edmonds brogues, and considerably less sweat than I usually sport here in NC.

  35. I’d wear this with cuffed poplins from O’Connell’s, unlined Alden’s from Brooks, a white pinpoint oxford from J Press, a splash of St. John’s West Indian Lime, and a wild grin from having won this remarkable jacket in my exact size.

  36. Wonderful piece. For the upcoming fall season, would love to pair it with classic Brooks ocbd, navy or green knit tie, grey flannels, and burgundy Alden tassel loafers.

  37. Given the material, I have to say j press faded navy end on on end button down, old, cuffed bills khakis, ll bean bluchers. No socks, Nantucket map belt.

  38. Dylan-Thomas Childs | August 28, 2019 at 11:14 pm |

    Pink rugby, levis orange tabs, braided belt & loafers.

  39. Mark Butchko | August 29, 2019 at 12:11 am |

    Camel corduroy pants, tattersall shirt, knit tie, and Rancourt loafers.

  40. Matthew Volk | August 29, 2019 at 12:41 am |

    Without much thought, I’d throw it together with a well-worn and frayed pink OCBD, white chinos, and a pair of tassel loafers.

  41. Bills M2 British Khaki, Brooks Brothers blue and white uni stripe, vineyard vines bow tie, AE Waldens.

  42. happypreppy | August 29, 2019 at 3:20 am |

    I think I might simply wear it with panache.

  43. This is superbeautiful piece. So many possibilities to wear it out. I’d go for a classic white OCBD, khakis & black tassel loafers with a matching belt since it propells me back into my teenage days when a group called The Style Council left a big impact on me and they championed a similar look.

  44. 38S is too small for me but I’d wear it with an off-white 5 pocket trouser, a blue-white candy striped OCBD, Alden Cordovan loafers model 986, and a striped knittie. Assorted pocket square …and: boldly colored socks

  45. Quoddy bluchers, khakis, pink OCBD while I walk around Melbourne trying to bring Ivy to the antipodes.

  46. …it’s my size too.

  47. I would wear it with a pale blue or white Hawes & Curtis shirt in panama cloth, grass green and gold striped rep tie, no pocket square, tropical weight (still very hot in Cologne/Germany) beige trousers from Scapa and a pair of dark brown suede monk straps from Church. Lila socks, Airport(ultra light)series from Falke.

  48. YUM!
    Alden black horse tassels, Buzz Rickson genuine- authentic-imitation WWII khakis (no break,) BB sterling engine turned alligator (brown, I think…..let’s get funky!,) lightly smoothed-out white OCBD.

  49. Sid blue bengal, khakis, alden 666

  50. Learned Hand | August 29, 2019 at 7:37 am |

    Red gingham button down shirt, jeans and brown shoes.

  51. Great jacket. Will pair with light blue stripe seersucker shirt, white jeans and tan suede loafers.

  52. The 1970s “Incredible Hulk” comes to mind, or Chris Farley’s ? fat guy in a little coat ? song from “Tommy Boy”; I might be able to wear it on one arm.

    In sooth, I’d give it to my son as this is his size and in desperately trying to exorcise the “hoodie” demon from him. Pair it with an off-white oxford button-down, a pair classic Duckhead chinos, a ribbon belt, and a pair of weejuns and he could have the casual he desires, and I could be seen in public with him.

  53. VEA forgot to mention boxers-in-a-bunch.

  54. Trevor Jones | August 29, 2019 at 10:31 am |

    Woah, VEA popping up to tie in FE Castleberry for no apparent reason — what’s the occasion?

  55. @ George —

    Thanks for the To Sir, With Love reference.

    One of my favorite high school teachers wore a navy blazer (or sport jacket) every day. Occasionally a suit. I’ve no doubt that, were he alive and working today, he would persevere in the habit. Had served in the U.S. Navy. He drove a Jeep CJ and maintained his pilot’s license (flew on weekends). He was better dressed, better behaved, and more interesting than most of the (students’) fathers, yet a modest high school history teacher.

    Just goes to show you can bring taste, class, and cool to just about anything–provided there’s no boss forcing you to lose the jacket and tie.

  56. Robert Staehling | August 29, 2019 at 11:21 am |

    I’d wear it with olive chinos, a striped OCBD and a knit tie

  57. Charlottesville | August 29, 2019 at 11:51 am |

    S.E.- What a nice tribute to your former teacher. Also, the various comments show that this crowd really knows how to work a blazer. Hope we get pix of the eventual winner. I noticed that Benton is in the running, and based on his page (https://www.instagram.com/benton.down/?hl=en) he clearly knows how to wear a blazer in Ivy style.

  58. Grey Flannels | August 29, 2019 at 12:32 pm |

    Finally, a number of comments mentioned a white shirt, rather than the automatic choice of a blue shirt.

  59. I think this VAE fellow really likes something called FE Castleberry and Rowing Blazers.



  60. ProcrastinatingPhysicist | August 29, 2019 at 12:45 pm |

    I would pair this with an ashy-gray-blue OCBD, some beat-up fraying khakis, and beefroll loafers, and still spend half the evening explaining why I’m so dressed up.

  61. Old School Tie | August 29, 2019 at 1:53 pm |

    Wow! The woodwork seems to have been given a good, sharp knock. Anyway, bonne chance all you slender people….

  62. Blackwatch trousers from Castaway, blue OCBD from Mercer, blue knit tie, Alden cordovan LHS, no socks.

  63. StillHereEd | August 29, 2019 at 2:42 pm |

    Old School Tie:
    Wearing a 38S does not make you particularly slender, as I know first hand. Merci, anyway. :o)

  64. With chinos, white ocbd and senago penny loafers.
    Not reinventing the wheel, but would work well.

  65. With more linens and penny loafers.

  66. 38S, perfect! I would wear it with Murray’s Toggery Nantucket Reds, needlepoint boating flags belt, Alden Cordovan loafers (no socks) and a white B2 Oxford shirt.

  67. Thrifted 1980’s white, blue, and orange tattersall Brooks Brothers button down; vintage moss green Levi’s cords with tattered hems; cracked Church’s pebbled leather brogues – sans chausettes; matching belt with silver plaque belt buckle – no initials; Timex field watch with military band. Add repp tie (and perhaps socks) for few and far between fancier events.

  68. Heavy white oxford button down, khaki pants, and Alden Color 8 penny loafers. That jacket is beautiful.

  69. With grey frannel trousers a pincollar shirt, a green slim knit tie, grey socks and penny loafers

  70. Jonathan Trumbull Sr. | August 30, 2019 at 8:28 pm |

    I’d wear it to teach with pistachio trousers from Bill’s khakis; Southern Tide, blue-and-yellow belt; dirty, white bucks; white ocbd; root-beer-colored, slim, knit tie; and Fossil watch with red, white, and blue nato strap.

  71. white terry cloth polo
    taupe cotton trousers
    charcoal socks
    burgundy loafers

  72. Knit polo shirt
    Grey fresco pants

  73. Miles Coverdale | August 31, 2019 at 9:55 pm |

    To be worn with a blue & white university stripe ocbd, khakis, navy & maroon canvas belt, sockless mocs, and a vintage Omega.

  74. I’d probably wear it with a thin light blue button down paired with a creased (but already getting wrinkled) linen/cotton-mix mid brown trousers plus my navy/maroon striped surcingle belt and my hand sewn made in Maine Sebago beefroll penny loafers sans socks.

    I feel like I could pass as an extra of the set of ‘The Talented Mr. Ripley’.

  75. Cream coloured linen trousers, white poplin shirt and brown tassel loafers.

  76. I’d wear it with white cotton Brooks Brothers button-down;
    khaki-colored chinos or used jeans; brown leather belt; brown leather loafer.

  77. I’d wear it with tan linen trousers and a white, light blue, or white with blue pinstripes linen shirt.

  78. Tony Vellucci | September 5, 2019 at 4:22 pm |

    I would surely wear this blazer with a bespoke Bruce Cameron Clark pink micro gingham french cuff shirt, Cartier Santos cufflinks, a braided Charvet belt (yes they make belts too) from BG, white pants from a wonderful haberdashery in Dallas named Hadleigh’s, black Gucci loafers (Brixton – classics are too round for me). a vintage Must de Cartier Belt. Coupled with a Tank Solo XL and some bracelets.

  79. Two belts, Tony?


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