A blog by "America’s Best Dressed Real Man". Fashion tips, answers to your questions, and all things men’s style
Monday January 30th 2012



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1 Piece/5 Ways: Allen Edmonds Wingtip Brogue Boots


As we just discussed, a complete wardrobe has boot styles for all types of occasions.

If you’re only going to invest in one boot for the season, however, I would recommend a lace-up wingtip brogue, like these badass chocolate brown “Daltons” by Allen Edmonds.

The trim leather sole, sharp toe and rich color make them appear dressy while the tall lace box, full broguing and toe medallion make them appropriate for casual wear as well.

Here, I spent five days in these guys to break them in a little.


If you’re wearing boots with a tailored look they need to look sharp (and polished) and the suit should be cut from a Fall/Winter weight fabric – think flannel, corduroy, tweed, moleskin, cashmere, etc.

With a suit, keep the boots laced tightly all the way to the top. This keeps them looking nice and clean and allows your trousers to fall over them naturally.

A wide 2″ cuff looks great on trim-cut trousers in heavier fabric and gives the hem a little weight, pulling the pant down and allowing it to drape properly. And no, you don’t need pleats to have a cuff – don’t be restricted by these old fashioned “rules”.

Bonus Tip: The shirt, tie and suit all have a flannel finish, which makes this outfit very soft, warm and comfortable.

Bonus Tip II: The more-versatile-than-you-think flannel double breasted suit again, as featured here.

Bonus Tip III: A single-breasted coat over a double-breasted suit is more visually appealing than the other way around. A DB coat just covers up all the layers of your outfit.

“Dalton” boots by Allen Edmonds. Flannel suit by MAB by Dan Trepanier (more coming soon). Shirt and tie by Michael Andrews Bespoke. Jacket by APC (M). Scarf (in bicycle basket) by Yokoo Scarves


It’s the perfect boot for business casual as well and looks awesome under a tweed trouser.

Bonus Tip: Sometimes I treat a lightweight jacket like a sweater – I like to leave it on to complete my look, even when I’m inside. It should be trim enough to fit under your heavier outerwear anyway.

Bonus Tip II: A corduroy tie is another one of those things that is a cross between formal and casual. Putting together elements of similar “appropriateness” is typically a recipe for a cohesive outfit.

“Dalton” boots by Allen Edmonds. Tweed trousers (part of suit) by MAB by Dan Trepanier (more coming soon). Glenplaid shirt and corduroy  tie by Michael Andrews Bespoke. Jacket vintage Levis (size 38). Vintage naval issue peacoat (size 38). 


You can bring just about anything to a good tailor – even an oversized vintage parka. I bought this thing for a few dollars and had my man Franklin take-in the body and sleeves. Now it’s my go-to when mother nature is not messing around.

If you’re in NYC, I recommend you see Franklin at The Tailoring Room. He’s my personal alterations tailor and a good friend. You can tell him I sent you :)

Bonus Tip: The beauty of a neutral corduroy suit (like this one from my MAB by DT  Fall/Winter collection – more updates soon) is that you instantly have the perfect blazer and trouser separates.

Bonus Tip II: A fine gage turtleneck, dark jean, and classic blazer is a simple recipe for a refined look. See here. 

Bonus Tip III: Try going tonal with the pocket square. Think similar shade and similar weight – like this camel cashmere square with brown tipping.

Bonus Tip IV: Try tying your scarf in one simple knot like an ascot and letting it cover your body under a suit jacket or blazer.

Bonus Yip V: I’ve had several pairs of jeans cropped with no break, but it doesn’t mean they’re only good for loafers or lace-ups in the Spring/Summer. Come cold weather they sit perfectly on top of my boots, showing off their awesome detail.

“Dalton” boots by Allen Edmonds. Corduroy jacket (part of suit) by MAB by Dan Trepanier (more coming soon). Forest green turtleneck by Uniqlo. Vintage parka (taken-in). Fair isle scarf by Polo Ralph Lauren. Denim by APC. Zipper tote by Filson. Woven leather gloves by Hilts & Willard. Wool pocket square by Armstrong & Wilson. Watch and brown alligator band by Montblanc.   


This “70s in Aspen” look was so much better in person. Sometimes the outfits don’t translate to camera as well.

Anyway, for those who’ve asked recently, this is a great look for a ski vacation. It’s sporty, warm, fun and you have layers that you can easily mix and match.

Bonus Tip: Try pairing deep saturated colors (like this plum corduroy pant and indigo denim shirt) and combining them with neutrals.

Don’t be afraid to roll that pant a little, a boot this sexy is meant to be seen.

“Dalton” boots by Allen Edmonds. Denim shirt by Michael Andrews Bespoke. Vintage cowichan knit full-zip cardigan. Herringbone/leather down vest by Penfield (S). Corduroys by Levis (34, tapered). Tortoise shades by Persol. Watch and brown alligator band by Montblanc. Belt and alligator strap by Ralph Lauren Purple Label. 


When you’re just kicking it around town, amp up your laid-back casual look with some sharp footwear.

Bonus Tip: Think about how textures relate to each other. The fur trim, the marled sweater and the distressed jeans all have a similar multi-tonal texture that brings them together nicely.

“Dalton” boots by Allen Edmonds. Sweater (M), down vest (M) and denim (34) by Ralph Lauren Denim & Supply. Vintage henley t-shirt. Shades by Matsuda. Watch by Brera Orologi. Railroad spike cuff by Giles & Brother.



Yours in style,



Photography by Alex Crawford. - for freelance work (fashion or otherwise) contact him here

As always, you can find additional shots from this photoshoot in the SB Lookbook. 


Leave a Comment



  • JP says:

    Will these boots pair well with black/navy/charcoal outerwear??
    What color is your pea coat in the Wednesday look; navy or black?

  • john says:

    Wow, I just purchased some black wingtip boots by John Varvatos, but I really like the ones you have here. I must not be the only one that loves these. I was looking for some tips on how to wear them and really found some great things on this post. Everything was very well put together. Thanks!

  • Tony says:

    Really like the looks here Dan. Happy holidays.

  • Mondo D'Swagu says:

    Nice boots….I have a pair of navy blue ankle brogue boots….the sh@t of legend.

  • Sergio Arteaga says:

    *sigh* tell me why the next day I walk into Cole Haan and purchased the Cole Haan Air Colton Wingtip Boot:

    • Sergio Arteaga says:

      …saw Dan with them at MAB the AE’s and was definitely what put me over the edge on purchasing some dress boots.

  • steezus christ says:

    This is a great post. This is why I see no reason to read GQ or Esquire. Thank you.

  • JR says:

    Are these the “Dark Chocolate Calf” Allen-Edmonds Dalton?

  • Chris says:

    Hi SB I’ve got a question about boots for you – do you agree or disagree with the “boot tuck”? Since you get your jeans cropped you don’t need to do it but I’ve seen you do it in the past, have you gone off it or do you still like to do it?

    Many thanks.

  • RH says:

    Great post. Love those boots and how versatile they are. I gave them a long, hard look and went with something else. Love what I got but still wishing I had those AE boots in the rotation.

  • Windsor says:

    Dammm that Sunday look is Amazing!! – However, I would pair that with your white Nike high top sneakers – that would be even better :)

  • MOZART5000 says:

    Quick question SB- For your friday look, are your jeans shorter than normal? As far as I could tell they weren’t tucked into your boots. Do you have specific jeans that you only were with boots like this? Loved the Monday and Friday looks.

  • BLSesq. says:

    Some great looks, especially Monday and Sunday. I just picked up a pair of Hamiltons by Sebago today, and you definitely provided some great suggestions for how to work them into my rotation.

  • Johnny says:

    Hey Dan, i’m loving the blog and i’ve been wondering what kind of product do you put in your hair; i know its a bit off but i’ve been using gel and it just gets really hard and flaky and I HATE It, so i was wondering what do you use?

    • Arron says:

      I’m not sure what kind he uses but I am a hairstylist and I would say anything by American crew would work well. I use difi by American crew and it works really well. Also check out layrite (a company in orange county,ca) you can order their pomade online.Also if you are looking for something cheaper axe makes a good one for six bucks, just go to target or even cvs!

  • cam says:

    hay dan, are these some type of “limited edition”? i don’t see this color on their web-site. that fur-lined RL vest is boss. -best

  • Evan says:

    What made you decide on Allen Edmonds instead of Alden? I loved the post but always prefer the latter.

  • HarrisonK says:

    The funny thing is, I just ordered two pairs of AE and am eyeing the Dalton (since I don’t have a pair of boots besides for bean boots). I was also one of the ones who asked for a ski post, and the “70s Aspen style” look is great.

    Great post, I look forward to more.

    • HarrisonK says:

      Also, Dan, the Dalton only comes in the Cordovan version in a light brown color called “Walnut” so it appears that you have the “dark chocolate calf”. Although, I could be wrong if you got a cordovan version that isn’t offered anymore, or isn’t offered yet.

  • Anonymous says:

    WOW. LOVE this post. SB at his finest. Best on the net, hands down.

  • TO says:

    Knocked it out the park with these looks my friend. Styling is next level, really.

  • chet says:

    i think you mean “Dalton”

  • Vidal says:

    Another killer post. Timely as always. The minute AE decides to give us bigger guys some love I’m copping a pair of these. I’ve been eyeing them for a while, but unfortunately they are not available in sz 16. Any suggestion for a shoe/boot maker that does offer a brogue boot in a 16 or 17? For now I’m planning on grabbing some Donald J. Pliner chelsea boots, but will continue to covet these until a suitable alternative comes my way.
    Looking forward to more info on ‘MAB by DT’!

    Peace and blessings,

  • Gary-A says:

    It’s official: Allen Edmonds are endorsed by TSB and are therefore cool again. Style Forum members shed tears of disappointment.

  • Ambyr says:

    These wingtips are so pretty, the color is amazing. I’m loving your Wednesday and Sunday looks. Easy and sophisticated.


  • B.Murray says:

    How much are these boots and where is the best place to find them? Also, will this look still work with guys with a more box frame (ie. Football/muscular)? Any insight you could provide would be great.

    • HarrisonK says:

      AE sells “seconds” at their outlets and their shoe banks. You can get the Dalton boot for about $375, or if you want the second, you can get them for $299.

  • Emanuel Iuhas says:

    Thank you!