A lifetime worth of memories in 6 months, with these boots along for every step of the way.

J.IIIApril 2, 2026
  • Oak Street Bootmakers Trench BootHorween Natural Chromexcel
  • Timeline photo 1
    Worn 6 months
    Timeline photo 2
    Worn 5 months
    Timeline photo 3
    Worn 4 months
    Timeline photo 4
    Worn 3 months
    Timeline photo 5
    Worn 2 months
    Timeline photo 6
    Worn about 1 month
    Timeline photo 7
    Worn less than a day
    Timeline photo 8
    Not yet worn

    Maker

    Oak Street Bootmakers

    Shop now

    Model

    Trench Boot

    Leather

    Last

    Elston Last

    US Men's Brannock: 10.5EEE

    Elston Last: 10.5

    No modifications needed.

    The Elston Last is unique in its naturally wide toe box. Where with any other brand I would be ordering a 10.5 in EEE, not so with Oak Street, they are very comfortable out of the box.

    Sole

    Heel

    Purchased from

    Oak Street Bootmakers

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    Order info

    Cost: 398.4 USD

    Availability: Stock Model

    Lead Time: 4 days

    More about this item

    Cap toe trench boots from Oak Street in natural chromexcel. Upon arrival, they were conditioned using venetian shoecream, I dont intend to condition or polish them against until after the competition. Looking forward to sharing this patina journey with you all. Good Luck, Everyone!

    Why did you choose this item?

    Availability: Stock Model
    Style
    Outdoor Activities

    Oak Street is my go to brand for boots, I own several pairs from them. American made, Hand lasted, and even assembly being completed in upstate New York (my home state - something about my money staying local, it resonates with me). When deciding to participate in this year's Thunderdome, I felt the natural chromexcel would be the perfect fit for this competition.

    How did you determine your size?

    Elston Last: 10.5US Men's Brannock: 10.5EEE
    Brannock Measurements
    Compared to Other Lasts
    Sized in Person

    I went with my Brannock measurements. I prefer the Elston Last because of its naturally wide toe box. I typically run EEE on other shoe brands, oak street provides all day comfort.

    What was the ordering process?

    Purchased from Oak Street BootmakersTotal cost: 398.4 USD Lead time: 4 days
    Online Store
    Shipping
    Discount

    Very quick. Navigating the Oak Street website is no problem at all, they even through in a key fob as a token of appreciation for my years of doing business with them. Communication was quick and precise, Boots arrived at my doorstep 4 days after I placed the order. A great retail experience, as expected, and would not hesitate to purchase from them again in the future.

    Use & wear

    Office Work
    Physical Work
    Outdoor Activities
    Leisure
    Travel
    Cold Temperatures
    Hot Temperatures
    Dry Climate
    Humid Climate
    Extreme Conditions
    Snow
    Wet Conditions
    Other

    With exception to 3 formal events that required the wearing of oxfords, these boots were worn everyday of this competition. Everyday, starting with the pavement of New York City, to the cobblestone streets of Florence, to the trails and severe weather patterns of the hudson valley - extreme snow, ice, and wind chills levels not seen in over a decade. They saw every kind of environment, from the office to the field and everything in between. I wore these boots as I celebrated my best friend getting married. I wore these boots as I rescued another friend from a car crash during a brutal blizzard. I wore these boots as I grilled burgers and steaks for friends at our local pub - supporting a community coming together despite a travel ban during another brutal winter storm; I wore these boots as I volunteered to uphold my community's right to free speech and peaceful assembly. If they could talk, imagine the stories from their perspective.

    Leather

    Horween Natural Chromexcel
    Breathability
    Durability
    Patina Process
    Care Routine
    Break-In
    Color Change

    As referenced in the photos, The Natural Chomexcel has taken on a beautiful dark patina, almost caramel like. It's patina is very close to another pair I own from Oak Street, Trench Oxfords (also in Natural Chromexcel). However, the oxfords got their patina over 2 years of wear. These boots got to within a shade of that patina in a fraction of the time, a strong indicator of how often I wore them. The break in process was not difficult at all. The leather was - expectedly - supple and oily smooth, and the Elston Last provides for a generous toe box. A day or two and the creases already started forming, these boots are a very comfortable wear. Before the start of the competition, I had intended to condition these boots only once. I ultimately conditioned them 3 times over the last 6 months. The second time was between January and February, at the height of a brutal winter that saw the leather feeling dry (i imagine the overwhelming amount of salt on the streets and sidewalks during the record snowfall and windchills played a role) and the third time was a week into March; a quiet recovery day that saw me cleaning caked up mud off the leather - as we transitioned from winter into spring. Venetian Shoe Cream was used for all three conditionings and was complimented by the occasional horsehair hair brushing.

    Fit

    Elston Last: 10.5US Men's Brannock: 10.5EEE
    Comfort
    Arch
    Toe Box
    Instep
    Heel
    Length Feels Right
    Volume Feels Right
    Ball Feels Right
    Satisfied with the Fit

    The Elston Last is one of the main reasons I refer to OSB as my favorite domestic bootmaker. I am 10.5 EEE on brannock with a high instep, and The Elston has always been a dream to wear. The 65 last by Allen Edmonds, also in EEE, feels a little snug by comparison. If you can get over the 'clown shoe' look, this last offers a generous toe box with all day wearability. The heel doesn't lift much, maybe 3/4 inch or so, but they balance well and the majority of my weight is on the ball of my foot, so no issues or concerns there.

    Craftsmanship

    Oak Street Bootmakers Trench Boot
    Design
    Construction
    Finishing
    Durability
    Stitching
    Lining
    Hardware

    OSB is chichago based. The trench boot is a vintage design, taking inspiration from World War 1 American Service Boots. This example was hand made, and hand lasted, in western New York. It is a Goodyear welted boot. The design, construction, and overall finish of these boots are first rate. From the look and feel of the leather, to the brass inserts for the shoe lacing, to the stitch count for the soles. This is a high quality pair of boots that represents serious value for money.

    Sole & heel

    Dainite Studded Sole Black10 months, current sole
    Durability
    Traction
    Comfort

    The Dainite Sole is a requirement for most of my shoes & boots, having recently been open to leather/rubber hybrid soles for dress shoes (not wearing them except for formal occassions, the dainite would be overkill). After six months of daily wear, the dainite studs are worn down but still present. I can continue to rely on the rubber for consistent traction on pavement, light trails, and in most instances of severe weather. There was one particularly brutal storm that saw my slip once or twice while in these boots, I transitioned to a pair of viberg service boots with the commando sole and got better traction - it improved my opinion lf that sole immensely, I otherwise found myself having issues with comfort and pressure on the ball of my foot in regular when wearing the vibergs on a normal day.

    Dainite Rubber HeelWorn for 10 months, current heel
    Durability
    Traction
    Comfort

    The dainite rubber heel is long and hard wearing, I expect a few years before I send these boots in for a service. Great traction and support in normal wear.

    Final thoughts

    Would Recommend
    Good Value

    I met the owners behind OSB while at 'WatchWindUp' in Chicago back in 2023, they were very humble and believed in their product. It was that interaction, and their commitment to sourcing as many components as possible - here - that has kept me loyal to the brand. The fact that these boots came from a factory in New York, and me being a New Yorker, makes my purchase feel all the more personal. This is a pair of boots that are hand made, hand lasted, using as many locally sourced components as possible, and priced very well against the competition. I can't bring myself to consider a pair from Vibergs, Nicks, or Truman, at retail, when OSB presents this much value for my dollar. This competition allowed me to revisit a concept I thought I had a good understanding of, the concept of 'Less, but Better'. Having worn these boots for the last 6 months straight, I have a desire to contuing wearing them - because they have proven what we all should know, you only need one good pair of shoes, one good pair of boots. Anything else is just excess consumerism. I expect I will stay with these boots for a very long time, allowing their patina to continue on their path, while I move other pairs in my collection to other homes; I don't need them anymore.

    Written by J.III
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