48 reviews

OS Sneaker - Suede - Cherry

Unisex Sizing: Size Guide

Only 4 left in stock!

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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

 Care Tip:  Be sure to spray your Cherry OS's with suede protector to keep that Cherry color lasting as long as the shoes! 

Orders & Shipping - United States 

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

Orders are processed and shipped within one business day.  We ship using UPS Ground.  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 - Canada and International

Due to international shipping complications and delays due to COVID-19, we have had to temporarily suspend shipments to all international countries except for Canada.  We hope to have these issues resolved soon and resume shipping globally.  Email us at customerservice@simpleshoes.com and we will put you on the international shipping waitlist.  

Start your Return or Exchange Here.

Returns & Exchanges - United States

FREE Returns and Exchanges as long as:
  • You received 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). 

Customer Reviews
4.9 Based on 48 Reviews
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Erin R.
United States United States
Comfortable and stylish

Just what you'd expect from Simple - a comfortable but stylish sneaker. Great with jeans or even my black pants for work on more casual days. In hindsight I could have gone up half a size but maybe that's just because I haven't been wearing shoes for the last 3 months!

Jason K.
United States United States
Ahh the good old days

Love these shoes, I will be buying another pair and have had several compliments from friends and family. Thanks for bringing them back!

Jason M.
United States United States
3rd time... still a charm

These are my 3rd pair of simples - they’re just wonderful shoes - solid, comfy, made to last, fit is true to size, & the cherry is a nice splash of color. Love’em!

Andrew M.
United States United States
Simple Shoes = The GOAT

I've ordered the OS Sneaker, in a variety of colors, many times over the years, and I'm always extremely satisfied with the shoes, the company, the delivery, the packaging, and the attitude. Not only do they look good, but they feel amazing, and I swear they've gotten even more comfortable over the years. I use them in every day life, from walking, to skateboarding, to playing in a band, to cruising the aisles at the grocery store. I'm glad Simple is back in action, and I hope they can remain in business for as long as possible. Peace, and keep it Simple.

Simple Shoes  OS Sneaker - Suede - Cherry ReviewSimple Shoes  OS Sneaker - Suede - Cherry ReviewSimple Shoes  OS Sneaker - Suede - Cherry Review
Simple Shoes

thanks for sharing the awesome pics Andrew!

Katie M.
United States United States
Best Ever!

I am so happy with my new Simples! Had a pair a few years back, I can not believe I waited this long to replace. Thanks for the wonderful kicks!