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Trail Boxer

For the hottest days when even a padded short seems like an impediment, or as an every-day wear piece to compliment the ever-present bike in your life, these boxer briefs offer serious comfort.
Made To Order, Less Waste™ simply means minimizing waste — by making only what is needed — and maximizing our flexibility to offer customers more choices, more colors, sizes and fits.

More choices, premium quality gear and the commitment of less waste, sounds pretty great, right? The trade-off is that it takes longer for us to make, but you get exactly what you want, and we never make apparel that isn’t wanted.

Curious to know more? Give a listen to this podcast

What do the different purchase options mean?

Add to Cart: Your gear will ship today, or no later than the next business day.

Make Mine: When you buy it, we'll make it! Production times vary by product (and are constantly changing).

Make Mine, Pre-Order: Kitsbow sometimes offers pre-orders for products we know will be in high demand. Pre-orders secure your place at the front of the line.

Have questions about your order? Please email us at
  • 4-way stretch construction
  • Active Polartec Power Dry for moisture transfer and breathability
  • Ergonomic shaping for support
  • Cycling-specific gusseting moves seams away from contact areas
  • Sewn in the USA 

(Body Measurements)

Waist 28-29 30-31 32-33 34-35 36-38 38-40
Waist 71-73 76-78 81-83 86-88 91-96 96-101



    Our crew often rides hard and we are here for you when things go awry. If you crash and trash your Kitsbow, get in touch with us.

    If it can be repaired, we'll do that for a reasonable charge. If it can't be repaired (if you were really ripping it), we'll figure out a way to get you back on your bike wearing Kitsbow anyway. Just get in touch. The same policy applies to typical wear and tear: we'll repair it for a reasonable charge (if it can be repaired) or get you back into Kitsbow some other way if it cannot be repaired.


    Customer Reviews
    4.7 Based on 10 Reviews
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    Filter Reviews:
    John H.
    United States United States
    • If a garment, please rate the size. Runs SmallSlightly SmallTrue to SizeSlightly LargeRuns Large
    My Favorite Underwear

    I feel like these are version 2 (or maybe 3) and, as we have grown to expect from Kitsbow, these are the best yet! The original trail boxers ran very small and although these run slightly small, they are fairly true to size. I normally wear Medium across the board with Kitsbow and sized up to a Large for these but could probably go Medium as well. These are cool and light, stretchy and supportive. I wear them off the bike and on the bike for shorter rides where a chamois is not necessary. I also own the mesh boxers and they are excellent as well. Definitely an amazing option in warmer temps. Cheers Kitsbow!

    chris b.
    United States United States
    • If a garment, please rate the size. Runs SmallTrue to SizeRuns Large
    Great Commute item

    I bought these boxers for riding my e-bike to work , 23 miles each way .. I wanted something I could wear all day , on bike -at work- back on bike ..They are perfect for this .. very comfortable , sweat wicking material .. My only complaint is they are super pricey for a pair of underwear ..

    A Kitsbow Customer
    eli r.
    United States United States
    • If a garment, please rate the size. Runs SmallTrue to SizeRuns Large
    Halfway Good

    Very comfortable boxers, but the elastic waistband is lacking.

    Woody H.
    Crazy comfy

    These bad boys are so comfy and the best part is they don't ride up, like most boxers out there. Another great Kitsbow product!

    Charlie L.
    Cham Free Comfort

    Never thought I'd go for a three hour ride w/o a Cham, but these were super comfortable. No issues at all.