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Early Spring: Ankle Boot Season

May 13th, 2013

Boots aren’t only for the winter.

Here are three sleek, streamlined shapes that are perfect for Spring.

    1. Suede Oxford Middies


    Early Spring is one of my favorites times of the year – when the sun and skirts are out, but the breeze is enough to stay cool in a thin sweater or light layer – like this awesome vintage suede sweater/jacket hybrid.

    A simple recipe for an early-Spring casual look: tortoise shades + western denim shirt + deep-colored chinos + lace-up ankle boots.


    I used to only wear suede footwear in the Fall/Winter. Lately though, I’ve been gravitating toward these “Hutchins” captoe boots by Johnston & Murphy (basically a classic captoe brogue, just a little taller) and been wearing them with everything from tailored suits to beat-up jeans.

    The softer, “dustier” texture of suede looks rich in warmer climates and is a smooth compliment to Spring color palettes.


    • Tortoise shades Vintage by Hugo Boss x Carrera
    • Caramel Suede & knit sweater/jacket Vintage
    • Denim shirt by RRL
    • Brown woven belt from KMart
    • Forest green cotton suit trousers
    • “Hutchins” captoe boots by Johnston & Murphy
    • Canvas & leather tote bag by Mismo

    2. Leather Chukkas


    Suited and booted is a confident, sexy look – just make sure the suit fits properly (as always) and the boots are sleek & minimal in proportion (not bulky beat-up Red Wings, for example).

    Just because it’s Spring doesn’t mean your look has to be all bright or bold in color. I like to keep it city-sleek in grey/white/black…call it the modern day Reservoir Dog.

    It’s the fabrics, not the colors, that make this look warm-weather-appropriate (tropical weight wool suit, poplin cotton shirt, silk knit tie).


    A sleek, well-shaped leather chukka might be the most versatile footwear available for men.

    Ever since I got these beauties from J. Fitzpatrick I’ve been wearing them non-stop, with anything from a t-shirt & jeans to a double-breasted suit.


    3. Slip-on Chelsea


    It’s Spring, get to know the art of simplicity.

    A lightweight trucker jacket is an obvious go-to for the season, but it doesn’t have to be the predictable denim.

    This cotton twill version is just another one of those awesome vintage pieces we picked up for the Articles of Style SHOP. Major updates coming soon…


    Chelseas, like these burnished oxbloods by Allen Edmonds, are the loafers of boots; slip them on weather you’re dressing up or down.

    The medallion on the toe makes them slightly dressier (great for suits too) and the Goodyear-welted rubber sole makes them comfortable and perfect for the rain season.


    • Gold Plated hand-engraved shades by Matsuda
    • Brown Cotton twill denim jacket by Levis (Vintage)
    • White henley t-shirt by Vince
    • Suede watch strap by Alpha Bravo Straps (etsy)
    • Brown American Bison Belt by Trafalgar
    • Washed jeans by Ralph Lauren Denim & Supply
    • ‘Haight’ chelsea boot by Allen Edmonds


    Thanks, as always, for reading.

    Yours in style,

    Articles of Style


    Photography by Alex Crawford

    • Noah

      Haven’t been able to find that Levi’s jacket, in that color, anywhere. Any suggestions/links?


      • http://tsbmen.com Dan Trepanier

        There will be one soon. And only one…

    • ian

      first off, one of the best posts in a while but also I know where you bought that vintage suede and sweater jacket in the first look, I was watching it for a while but never checked out because the sleeves were going to be slightly too short…

      anyway I really love the new branch of the site, and while I may not always agree with your (or the teams) individual style choices, I really admire your ability to hustle and build a business (or two… or three…) all from a blogspot and some ebay schemes.

      you mentioned some future consigning options for the store, when/if you get that figured out shoot me an email at iansterick@gmail.com I have quite a bit of experience with high end consigners and thrifting, trading, upselling, ebay/etsy sniping ect.

    • http://www.thecufflink.com Jarrod King

      Good ideas here for spring boots. I’m not a fan of suede in warmer weather though, but of course when you have a limited selection like me, sometimes you have to go with what you got.

      • http://tsbmen.com Dan Trepanier

        To each his own player.

    • http://urbsuburbstyle.com/blog/ Paul

      All good looks! Just not sure if I can bring myself to do boots now when all I want to do is go sockless!

      • http://tsbmen.com Dan Trepanier

        Time and place my man :)

    • Anonymous

      One more time, nice looks

    • Zach

      Killed all 3 looks!

      • http://tsbmen.com Dan Trepanier

        Thx player

    • https://www.facebook.com/hunter.brodt?ref=tn_tnmn Hunter

      Its already in the 90’s where I live…

    • Marshall Mulherin

      I really like those boots on 1 and 2. I love your styling, Dan. How did you make some sorta job out of being a stylist?

      • http://tsbmen.com Dan Trepanier

        Because of loyal visitors like you, which is why we’re always thanking our readers. I don’t make a living from being a stylist, I make a living from a dozen or so different revenue streams (writing, advertising, designing, consulting, styling, selling, commissioning products, representing brands, hosting parties/events, even modeling in some cases, etc). Diversity is key. It’s not linear, and that’s what keeps it exciting.

        • Marshall Mulherin

          Thanks for the genuine response. I really respect your hustle, sir. And I’ve heard of more and more people talking about how “careers” are becoming so much less common. I’m just gonna keep involving myself tangibly in as many of my passions as possible. Preciate the advice playboy.

    • LouCaves

      Went to three different stores this past weekend looking for oxblood/burgundy boots and found nada (did see a bodybuilder with skinny jeans…Whoa).

      Thanks for the on-time feature. I’ll be online looking for those Allen Edmonds chelsea boots.

      Keep up the great work, TSB.

      • http://tsbmen.com Dan Trepanier

        Buy them right here! ;)

    • http://www.tedwilliamsmenswear.com/ Richard Atkinson

      Great post. I am a huge fan of boots, particularly those Hugo Boss boots!

      • http://tsbmen.com Dan Trepanier

        Which Boss boots?

    • Rory

      When does summer start in the states? It is summer in Ireland already – may, june, july and it is weird seeing you guys talk about it being early spring.

      • http://tsbmen.com Dan Trepanier

        Officially, June 21st. But our motto is dress for the weather, not the calendar.

    • dagobertinax

      damn!! i am not gay but you look too good for this world

      • http://tsbmen.com Dan Trepanier

        haha thanks man. It’s all good packaging…we all know a 7 who dressed-up is a 9.

    • Badger

      Dan. Your hair. Work of art.

      • http://tsbmen.com Dan Trepanier

        $12 cut at the Puerto Rican barber shop in the LES, lol. Been training it for years tho.

    • Kris

      Look #2 is amazing!

    • Jack

      One of your better posts, especially the first two looks. The denim western shirt can look a little unnatural or even pretentious at times, but you pulled it off perfectly. That jacket in the third look is pretty dope too. Impressive stuff.

    • TO

      That RRL denim shirt is showing some great wear. Great line-up here.

    • BF

      back to reality on TSB =great work

      All 3 homeruns…

      Especially the suit and retro sunglasses……..

    • Omar Shaikh

      Will you guys have sizes such as xs/s the TSB Shop?

      • http://tsbmen.com Dan Trepanier


    • John

      It’s not that I don’t like suits, but all of your casual looks (think t-shirt/button-down and a bomber jacket) are amazing.
      Look #2 is killer as well.

      Great job, as always!

    • Kiel

      The color of those chinos in the first look. Dang. So cool.

    • http://@mrnagan Prasanthan Nagan

      Shout out, all the way from South Africa! Its Autumn here right now but that’s not gonna stop me from reading your Spring posts!

      • http://tsbmen.com Dan Trepanier

        Shout out to our South African readers!!!

        Use the TSB Style Guide for looks for any season:


    • Pete

      Daamn that suit.

    • http://dapperadvisor.tumblr.com Akil M

      The second is look amazing I would have never thought chukka boots and a double breasted suit could look so well put together. Great job

    • http://undefined Brady P

      Dan, you always have the sharpest boots. Would have never thought about boots in the spring (other than desert boots of course), very interesting. Obviously those FitzPatricks are amazing, but I really like the medallion chelseas in look 3. Good stuff

    • Matt

      Your mention in the 3rd look about the boots being rain-appropriate reminds me of something — I would love for you to do a fashionable rainwear post. I always have a hard time keeping stylish on those non-stop rain days, especially with footwear.

      • http://tsbmen.com Dan Trepanier
        • Poofy

          1 Piece/3 Ways: A Man’s Umbrella – That haircut was too fresh

      • Selfmade Gentleman

        My tip for rain-appropriate footwear: It is easy and cheap to add a thin (1-3mm) rubber sole under any of your shoes. This will protect leather soles from the water but your shoes still look smart and dressy.
        Many people tend to say that leather soles are the only real thing, but I think, in most cases, it is bullsh-t.

        • http://tsbmen.com Dan Trepanier

          Great tip!

        • LouCaves

          An add-on to Selfmade Gentleman’s advice: a cobbler once told me if you’re going to do this, wear the shoes a few times to scuff/score the leather sole. The rubber sole will stick better.