Count on WSS to offer more of your favorite men's classic shoes.

Reebok, New Balance, Puma, Adidas, Vans,there's a good reason why their all-time best selling men's shoes are considered classics. Designed to endure, their legendry style has stood the test of time. Geared for good looks that go where you go, do what you do, these classic shoes are like your feet's best friends. And WSS' collection of men's classic shoe is nothing short of astounding.

Transcending generations is what WSS' classic shoes do best. For full-on 80's throwback flavor, you can't beat that athletic aesthetic of the Reebok Classic Nylon R13 or the New Balance Classic Nylon Core. And who could forget the Puma Basket Classic Canvas shoe? It has the power to move from swift basket dunks to classic hip hop beats, as its everyday court classic style is the most debonair of pop culture legends.

But if your passion is retro skate action, of course the Vans Authentic is going to be key in your collection. As will the rootsy vibe of the Adidas Stan Smith for anyone who can't get enough of the classic tennis scene.

And that's just the beginning of the cooler-than-cool, smoother-than-smooth classic shoes WSS has on offer. Shop our complete collection here and prepare to launch your retro style into a league of its own.

CLASSIC

Sort By
Was: $59.99 Now: $24.98
 
  • Lace-up closure
  • Rubber textured outsole for traction



  • Was: $64.99 Now: $39.98
     
  • Leather upper, with perf detailing at forefoot and tongue plus molded rubber strap detail at midfoot
  • Lace closure for a snug fit; packaged with two lace color options
  • Breathable EcoOrthoLite® sockliner for optimum fit and comfort
  • Rubber outsole for grip
  • Was: $79.99 Now: $49.98
     
    • Full grain leather upper
    • Rubber shell toe
    • Synthetic leather lining
    • Herringbone-pattern rubber cupsole
    • Imported
    Was: $64.99 Now: $39.98
     
  • Durable canvas upper
  • Lightly padded collar for comfort
  • Soft textile lining and cushioned footbed for all day comfort
  • Autoclave midsole with textured rubber toe guard
  • Durable rubber sole
  • $94.99
     
  • Leather and textile upper for premium durability and fit
  • Mid-top silhouette with ankle strap for secure lockdown
  • Nike Air cushioning for comfort
  • Non-marking rubber outsole for traction and durability
  • Pivot points in the forefoot and heel for smooth transitions in all directions
  • Was: $59.99 Now: $49.99
     
  • Suede/nylon upper provides comfort and breathability
  • Sculpted EVA midsole provides lightweight cushioning
  • Padded foam sockliner provides comfort and cushioning
  • High abrasion rubber outsole provides traction and durability
  • Was: $69.99 Now: $49.98
     
  • Suede upper with perf detailing at midfoot
  • Lace closure for a snug fit
  • Iced rubber outsole for grip


  • Was: $64.99 Now: $39.98
     
  • Leather upper, with perf detailing at forefoot and tongue plus molded rubber strap detail at midfoot
  • Lace closure for a snug fit; packaged with two lace color options
  • Breathable EcoOrthoLite® sockliner for optimum fit and comfort
  • Rubber outsole for grip
  • $54.99
     
  • Features hi-top sneakers with canvas uppers.
  • Vintage Converse® rubber toe cap and color-contrasting sidewall.
  • Canvas-lined with lightly padded footbed for comfort.
  • Rubber outsole.
  • Shoe weighs 12.1 oz.
  • $49.99
     
  • Durable canvas upper.
  • Lace-up front with metal eyelets.
  • Canvas lining and a cushioned footbed provides hours of comfort.
  • Original rubber toe box and toe guard, tonal sidewall trim and All Star® heel patch.
  • Signature Converse® rubber outsole.
  • Was: $89.99 Now: $49.98
     
  • Smooth leather upper with a mesh tongue
  • Iconic rubber shell toe for protection and classic style
  • Mesh lining delivers breathable comfort
  • Cushioned rubber cupsole with grippy herringbone traction
  • $69.99
     
  • Leather upper
  • Cushioned insole
  • Abrasion-resistant rubber outsole


  • Was: $69.99 Now: $59.98
     
  • Camo synthetic upper with mesh overlay
  • Padded collar and tongue
  • Rubber outsole
  • Leather uppers with round toe

  • Was: $69.99 Now: $49.98
     
  • Suede upper with perf detailing at midfoot
  • Lace closure for a snug fit
  • Iced rubber outsole for grip


  • Was: $89.99 Now: $49.98
     
  • Smooth leather upper with a mesh tongue
  • Iconic rubber shell toe for protection and classic style
  • Mesh lining delivers breathable comfort
  • Cushioned rubber cupsole with grippy herringbone traction
  • $64.99
     
  • Suede upper
  • Padded collar for comfort
  • Textile lining and sockliner
  • Cushioned insole
  • Rubber outsole provides traction
  • $69.99
     
  • Suede upper
  • Padded collar for comfort
  • Textile lining and sockliner
  • Cushioned insole
  • Rubber outsole provides traction
  • $74.99
     
  • Suede upper
  • Lace up closure with metal eyelets
  • Rubber midsole
  • Rubber outsole with diamond shaped tread pattern

  • $74.99
     
  • Leather and synthetic upper
  • Lightweight rubber outsole with injected phylon
  • Molded eyerow with punched holes


  • $79.99
     
    • Full grain leather upper
    • Rubber shell toe
    • Synthetic leather lining
    • Herringbone-pattern rubber cupsole
    $49.99
     
  • Durable canvas upper.
  • Lace-up front with metal eyelets.
  • Canvas lining and a cushioned footbed provides hours of comfort.
  • Original rubber toe box and toe guard, tonal sidewall trim and All Star® heel patch.
  • Signature Converse® rubber outsole.
  • $59.99
     
  • Canvas upper
  • Smooth fabric lining
  • Padded shock muffling insole
  • $59.99
     
  • Self-tie lacing
  • Padded tongue and collar
  • Cushioned insole
  • Vulcanized rubber outsole
  • $74.99
     
  • Leather upper
  • Cushioned insole and footbed
  • Durable rubber outsole
  • Was: $64.99 Now: $39.98
     
  • Canvas upper, round rubber toe
  • Extra water repellent material
  • Lace up style
  • Soft canvas lining and cushioned insole
  • Vulcanized rubber outsole
  • Was: $59.99 Now: $29.99
     
  • Mesh interior lining
  • Synthetic upper
  • Cushioned insoles, rubber outsole


  • $69.99
     
  • Durable leather upper for a winning combination of familiarity and fashion.
  • Flexible rubber takes over the midsole and outsole add a bit of comfort and traction.
  • Was: $59.99 Now: $39.99
     
  • Synthetic leather upper
  • Lace closure for a snug fit
  • EVA midsole for cushioning
  • Rubber outsole for grip
  • PUMA Formstrip at lateral and medial sides
  • Was: $69.99 Now: $59.99
     
  • Soft garment leather upper for full-foot support on and off the court
  • Die-cut EVA midsole for a lightweight layer that absorbs foot impacts
  • Padded foam sockliner for court-pounding cushioning comfort
  • High abrasion rubber outsole for fault-proof footwork traction
  • Terry lining on tongue top and heel for step-in comfort with vintage appeal
  • Was: $74.99 Now: $64.99
     
  • Soft garment leather upper for instant comfort
  • Die-cut EVA midsole provides lightweight cushioning
  • High abrasion rubber outsole for traction and durability
  • Was: $74.99 Now: $64.99
     
  • Soft garment leather upper for instant comfort
  • Die-cut EVA midsole provides lightweight cushioning
  • High abrasion rubber outsole for traction and durability
  • $89.99
     
  • Leather upper includes strategically placed overlays for added premium durability, fit and support
  • Lace-up closure with metal eyelets
  • Canvas lining
  • Vulcanized rubber outsole
  • $69.99
     
  • Durable leather upper
  • Padded tongue and collar
  • Durable rubber outsole
  • Was: $59.99 Now: $39.99
     
  • Synthetic leather upper
  • Lace closure for a snug fit
  • EVA midsole for cushioning
  • Rubber outsole for grip
  • PUMA Formstrip at lateral and medial sides
  • Was: $79.99 Now: $49.98
     
    • Full grain leather upper
    • Rubber shell toe
    • Synthetic leather lining
    • Herringbone-pattern rubber cupsole
    • Imported
    $69.99
     
  • Suede upper
  • Padded collar for comfort
  • Textile lining and sockliner
  • Cushioned insole
  • Rubber outsole provides traction
  • Was: $59.99 Now: $49.99
     
  • Suede and nylon upper/comfort and breathability
  • Sculpted EVA midsole
  • Padded foam sockliner
  • High abrasion outsole
  • $64.99
     
  • Leather/Synthetic Upper
  • Textile Collar Lining
  • Molded Rubber Outsole
  • IMEVA Midsole
  • Die-Cut EVA Sock Liner
  • $54.99
     
  • Leather upper
  • Lace-up closure with metal eyelets
  • Canvas lining
  • Vulcanized rubber outsole

  • Was: $69.99 Now: $59.98
     
  • Camo synthetic upper with mesh overlay
  • Padded collar and tongue
  • Rubber outsole
  • Leather uppers with round toe

  • $64.99
     
  • Lightweight one-piece mesh upper
  • Drop-in sockliner
  • Phylon midsole
  • Synthetic outsole
  • $79.99
     
  • Full grain leather upper
  • Rubber shell toe
  • Synthetic leather lining
  • Herringbone-pattern rubber cupsole
  • $64.99
     
  • Nylon upper with suede overlays for a lightweight fit and durability
  • Low-cut collar provides a natural fit
  • EVA midsole and heel wedge for cushioning and impact protection
  • Sponge rubber outsole with herringbone traction pattern for durability and traction
  • $69.99
     
  • Suede upper with perf detailing at midfoot
  • Lace closure for a snug fit
  • Iced rubber outsole for grip
  • $69.99
     
  • Suede upper with PUMA graphic
  • Lace closure for a snug fit
  • Rubber outsole for grip
  • $79.99
     
    • Full grain leather upper
    • Rubber shell toe
    • Synthetic leather lining
    • Herringbone-pattern rubber cupsole
    • Imported
    Was: $74.99 Now: $49.98
     
  • Suede and quilted upper
  • Sneaker boot design with Thinsulate lining



  • $64.99
     
  • Leather upper
  • Lace-up closure with metal eyelets
  • Vulcanized rubber outsole
    • FILTERS
    • Clear
      Gender
      • Mens (130)
    • Clear
      Brand
      ADIDAS (14)
      CONVERSE (43)
      FILA (9)
      K-SWISS (4)
      LEVIS (2)
      LUGZ (1)
      NIKE (30)
      PUMA (22)
      REEBOK (7)
    • Clear
      Sizes
      06.5
      07.0
      07.5
      08.0
      08.5
      09.0
      09.5
      10.0
      10.5
      11.0
      11.5
      12.0
      12.5
      13.0
      14.0
      15.0
    • Clear
      Colors
      BEIGE
      BLACK
      BLUE
      BROWN
      GREEN
      GREY
      ORANGE
      PURPLE
      RED
      SILVER
      WHITE
    • Sub Dept
      Lifestyle
      Retro
    • Price
      • $20.00-$49.99 (40)
      • $50.00-$74.99 (73)
      • $75.00-$99.99 (19)