54 Reviews

OS Sneaker Black

Unisex Sizing: Size Guide
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free shipping orders > $100

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Free Returns and Exchanges

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satisfaction guarantee

classic skateboarding shoe from the '90s is now your casual everyday sneaker

Known for its skateboarding prowess in the 90's, the OS Sneaker has grown into a legendary casual shoe for street wear. Simple’s flagship style, the OS Sneaker has stayed true to the ideals upon which Simple was founded. Clean and minimalistic in its design, the OS also provides long lasting comfort with a Purefit insole.  Outsoles are made of recycled rubber and contain no harmful chemicals.

  • Premium Suede Leather Uppers
  • Fabric collar and linings for breathable comfort
  • Purefit insoles for comfort
  • Long-lasting stitched down recycled rubber outsoles

"...the Original and Best" - GQ Magazine.

"perfect for those days when you want to keep it low key" - Complex

Orders & Shipping - North America

FREE shipping on all US Orders over $100.  Under $100 is flat rate of $4.95.

FREE shipping on Canadian orders over $120. Under $120 is flat rate of $20.

Orders are processed and shipped within one business day.  We ship using USPS Priority Mail.  Once your order has shipped, you will receive an email containing your shipment tracking number which you can use to track the delivery status.   

Orders & Shipping - International

We ship to most countries for a flat rate of $45.  

If you have any questions about international shipping please contact us and we will be happy to help you.

International orders are subject to your country's import and customs regulations.  This may result in added time and costs.  Any duties or taxes related to international orders are the responsibility of the customer.  In our experience, Customs Duty Tax is levied on about 10% to 15% of our orders and can range from $30 - $50 USD in addition to the shipping charges below.  So you need to really want your Simple Shoes:)

Start your Return or Exchange Here.

Returns & Exchanges - United States

FREE Returns and Exchanges as long as:
  • You made your purchase within the last 15 days. 
  • Your products are unworn, resellable and in original packaging. 
  • Note - Sale / Last Call items are not eligible for Refund, but are eligible for Exchange or Store Credit.
Refunds are processed within 24 hours after receipt by warehouse (excludes original shipping fees). 

Returns & Exchanges - International

Due to the added complexity of shipping internationally, we are not able to provide a free return shipping label.  However, we will gladly exchange or refund once we receive your returned goods that you've shipped using the carrier of your choice. 

Customer Reviews

4.9 Based on 54 Reviews
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Filter Reviews:
Adrian C.
United States United States

I Would Not Usually Take the Time to Write a Review..

No shoe compares. These are the puffy cartoon shoes I've always wanted, all while retaining some dignity and professionalism.

Drew .
United States United States

Best grip on the skateboard

Simple, I went through about 5 pairs of OS shoes growing up on the east coast of South Carolina skateboarding in the late 90s. Now grown up, with kids starting to skate, I'm getting back in. I just wish you guys made a shoe in 14 or 15 men's. It so hard to find shoes to fit sasquatch feet. Due to beening on east coast a lot of people meaning, 30 and older, hasn't a clue of one of the most comfortable skating shoe and good grip with the gum sole shoe out there. . Love yall since first pair in 1997 at 12. Now 35, its funny going back to the roots. Just wish you could make a bigger size. Lol!

Chloe B.
United States United States

Old Skool

I was so excited to discover that I could order Simple OS sneakers online, that I e actually ordered 5 pair, in several colours. They are designed and constructed as well as I remember from the 1990’s. My on,y advice is to order 1/2 size bigger than your normal size. If you loved them before, you’ll love them now!

Judith K.
United States United States

Simply wonderful shoes

Comfortable, cute and a good price. What more is needed? Thank you!

Michelle B.
United States United States


My favorite sneaker of all time. Will not buy any other brand from now on.