YesStyle.ca only ships to Canada. Go to YesStyle.com now.
Select to ship orders to other parts of the world.
Please enable Cookies in your browser to make a purchase as well as experience other custom features of our site.

43 97.7%
  • Preppy Boys has earned 43 positive customer reviews and 97.7% customer satisfaction.
Preppy Boys
Showing: 1-120 of 209 items
Page: 1 2 Next 
Sort by: New Arrivals Bestsellers Price
Show  
  • Preppy Boys - High-Top Sneakers Preppy Boys - High-Top Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Blue
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Paneled Sneakers Preppy Boys - Paneled Sneakers CA$ 41.94 1 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Yellow
    • Gray
    • Metallic
    40% Off
    Save Saved
  • Preppy Boys - Faux-Leather Lace-Up Ankle Boots Preppy Boys - Faux-Leather Lace-Up Ankle Boots CA$ 99.66 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Genuine-Leather Fleece-Lined Loafers Preppy Boys - Genuine-Leather Fleece-Lined Loafers CA$ 63.56 38 , 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Pointy-Toe Dress Shoes Preppy Boys - Faux-Leather Pointy-Toe Dress Shoes CA$ 55.96 38 , 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Yellow
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Sneakers Preppy Boys - Lace-Up Sneakers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Sneakers Preppy Boys - Lace-Up Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Green
    • Yellow
    • Brown
    • Beige
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - High-Top Sneakers Preppy Boys - High-Top Sneakers CA$ 54.06 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Red
    • Blue
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Contrast-Color Sneakers Preppy Boys - Contrast-Color Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Slip-On Athlete Sneakers Preppy Boys - Slip-On Athlete Sneakers CA$ 52.16 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Perforated Lace-Up Sneakers Preppy Boys - Perforated Lace-Up Sneakers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Velcro Sneakers Preppy Boys - Velcro Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Green
    • White
    • Black
    • Multicolor
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Panel Sneakers Preppy Boys - Lace-Up Panel Sneakers CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - High-Top Studded Sneakers Preppy Boys - High-Top Studded Sneakers CA$ 58.81 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Red
    • Blue
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Sneakers Preppy Boys - Lace-Up Sneakers CA$ 55.01 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    • Metallic
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Canvas Slip-On Sneakers Preppy Boys - Canvas Slip-On Sneakers CA$ 40.76 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - High-Top Panel Sneakers Preppy Boys - High-Top Panel Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Blue
    • Brown
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Buckled High-Top Sneakers Preppy Boys - Buckled High-Top Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Stitched Slip-On Sneakers Preppy Boys - Stitched Slip-On Sneakers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Stitched Sneakers Preppy Boys - Lace-Up Stitched Sneakers CA$ 56.91 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Embossed-Star Slip-On Sneakers Preppy Boys - Embossed-Star Slip-On Sneakers CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Wingtip Oxfords Preppy Boys - Wingtip Oxfords CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Gray
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Stitched Loafers Preppy Boys - Stitched Loafers CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Gray
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Short Boots Preppy Boys - Lace-Up Short Boots CA$ 100.61 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Brown
    • Black
    New
    5% Off
    Save Saved
  • Preppy Boys - Lace-Up Casual Shoes Preppy Boys - Lace-Up Casual Shoes CA$ 44.56 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Casual Shoes Preppy Boys - Lace-Up Casual Shoes CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Gray
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Casual Shoes Preppy Boys - Lace-Up Casual Shoes CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Stitched Casual Shoes Preppy Boys - Stitched Casual Shoes CA$ 44.56 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Wingtip Oxfords Preppy Boys - Wingtip Oxfords CA$ 49.31 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Embroidery Loafers Preppy Boys - Embroidery Loafers CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Stitched Oxfords Preppy Boys - Stitched Oxfords CA$ 58.81 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Zip Studded Ankle Boots Preppy Boys - Zip Studded Ankle Boots CA$ 113.91 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Black
    New
    5% Off
    Save Saved
  • Preppy Boys - Perforated Oxfords Preppy Boys - Perforated Oxfords CA$ 49.31 1 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Contrast-Color Oxfords Preppy Boys - Contrast-Color Oxfords CA$ 49.31 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Studded Loafers Preppy Boys - Studded Loafers CA$ 55.01 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Yellow
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Tasseled Perforated Loafers Preppy Boys - Tasseled Perforated Loafers CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Green
    • Yellow
    • Brown
    • Gray
    • Beige
    • Black
    New
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 58.90 41
    • Red
    • Orange
    Save Saved
  • Preppy Boys - Faux-Suede Ankle Boots Preppy Boys - Faux-Suede Ankle Boots CA$ 206.06 39 , 40 , 41 , 42 , 43 , 44 , 48.5
    • Blue
    • Gray
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Faux-Leather Loafers Preppy Boys - Faux-Leather Loafers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather High-Top Sneakers Preppy Boys - Faux-Leather High-Top Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 44.56 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Slip-Ons Preppy Boys - Faux-Leather Slip-Ons CA$ 37.91 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Gray
    • Metallic
    4.9% Off
    Save Saved
  • Preppy Boys - Slip-Ons Preppy Boys - Slip-Ons CA$ 43.61 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Camouflage-Print Sneakers Preppy Boys - Camouflage-Print Sneakers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Green
    • Gray
    • Pattern
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Slip-Ons Preppy Boys - Slip-Ons CA$ 38.86 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 49.31 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Printed Slip-Ons Preppy Boys - Printed Slip-Ons CA$ 37.91 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Printed Slip-Ons Preppy Boys - Printed Slip-Ons CA$ 37.91 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 48.36 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Athletic-Shoes Preppy Boys - Athletic-Shoes CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Canvas Color-Block Slip-Ons Preppy Boys - Canvas Color-Block Slip-Ons CA$ 42.66 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Yellow
    • Brown
    • Beige
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Loafers Preppy Boys - Faux-Leather Loafers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Suede Oxford Shoes Preppy Boys - Faux-Suede Oxford Shoes CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Tasseled Loafers Preppy Boys - Faux-Leather Tasseled Loafers CA$ 45.51 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Green
    • Yellow
    • Orange
    • Brown
    • Gray
    • Beige
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 34.93 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Green
    • Brown
    • Black
    30% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Green
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Tasseled Loafers Preppy Boys - Faux-Leather Tasseled Loafers CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Brown
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Green
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Sneakers Preppy Boys - Faux-Leather Sneakers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Green
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Slip-Ons Preppy Boys - Faux-Leather Slip-Ons CA$ 34.11 1 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 52.16 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Slip-Ons Preppy Boys - Faux-Leather Slip-Ons CA$ 43.61 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Color-Block Sneakers Preppy Boys - Color-Block Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Gray
    • White
    • Black
    • Metallic
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 52.16 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Printed Sneakers Preppy Boys - Printed Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Yellow
    • Metallic
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 52.16 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Green
    • Yellow
    • Brown
    • Beige
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Sandals Preppy Boys - Sandals CA$ 30.31 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Sandals Preppy Boys - Sandals CA$ 36.01 1 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Perforated Slip-Ons Preppy Boys - Perforated Slip-Ons CA$ 39.81 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Printed Sneakers Preppy Boys - Printed Sneakers CA$ 51.21 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 53.11 39 , 40 , 41 , 42 , 43 , 44
    • Gray
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 31.14 39 , 40 , 41 , 42 , 43 , 44
    • White
    40% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 50.26 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Printed Slip-Ons Preppy Boys - Printed Slip-Ons CA$ 37.91 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Green
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Loafers Preppy Boys - Loafers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Gray
    • Multicolor
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 54.06 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Gray
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Sneakers Preppy Boys - Sneakers CA$ 48.36 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Pattern Moccasins Preppy Boys - Pattern Moccasins CA$ 44.90 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Pattern
    • Multicolor
    Save Saved
  • Preppy Boys - Deck Shoes Preppy Boys - Deck Shoes CA$ 60.90 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    Save Saved
  • Preppy Boys - Lace-Up Shoes Preppy Boys - Lace-Up Shoes CA$ 57.86 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Loafers Preppy Boys - Loafers CA$ 58.81 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Paneled Printed Couple Sneakers Preppy Boys - Paneled Printed Couple Sneakers CA$ 60.71 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Paneled Sneakers Preppy Boys - Paneled Sneakers CA$ 58.81 39 , 40 , 41 , 42 , 43 , 44
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Backless Tasseled Loafers Preppy Boys - Backless Tasseled Loafers CA$ 34.74 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • White
    • Black
    40% Off
    Save Saved
  • Preppy Boys - Lace-Up Oxfords Preppy Boys - Lace-Up Oxfords CA$ 67.36 1 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Yellow
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Metal-Panel Loafers Preppy Boys - Metal-Panel Loafers CA$ 45.51 39 , 41 , 42 , 43 , 44
    • Blue
    • Green
    • Yellow
    • Brown
    • White
    • Beige
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Paneled Sneakers Preppy Boys - Paneled Sneakers CA$ 62.61 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Paneled Slip-Ons Preppy Boys - Paneled Slip-Ons CA$ 47.41 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Wing-Tip Lace-Up Sneakers Preppy Boys - Wing-Tip Lace-Up Sneakers CA$ 65.46 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Lace-Up Loafers Preppy Boys - Lace-Up Loafers CA$ 68.31 39 , 40 , 41 , 42 , 43 , 44
    • Orange
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Genuine Leather Lace-Up Ankle Boots Preppy Boys - Genuine Leather Lace-Up Ankle Boots CA$ 120.56 1 38 , 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Genuine Leather Lace-Up Ankle Boots Preppy Boys - Genuine Leather Lace-Up Ankle Boots CA$ 127.21 38 , 39 , 40 , 41 , 42 , 43
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Faux-Leather Lace-Up Ankle Boots Preppy Boys - Faux-Leather Lace-Up Ankle Boots CA$ 100.61 2 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Fleece-Lined Ankle Boots Preppy Boys - Fleece-Lined Ankle Boots CA$ 95.86 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Genuine Leather Fleece-Lined Ankle Boots Preppy Boys - Genuine Leather Fleece-Lined Ankle Boots CA$ 105.36 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Lace-Up Ankle Boots Preppy Boys - Lace-Up Ankle Boots CA$ 101.56 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Faux-Leather Slip-Ons Preppy Boys - Faux-Leather Slip-Ons CA$ 37.91 39 , 40 , 41 , 42 , 43 , 44
    • Orange
    • White
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Faux-Leather Ankle Boots Preppy Boys - Faux-Leather Ankle Boots CA$ 102.51 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Genuine Leather Perforated Loafers Preppy Boys - Genuine Leather Perforated Loafers CA$ 32.45 38 , 39 , 40 , 41 , 42 , 43
    • Brown
    • Black
    50% Off
    Save Saved
  • Preppy Boys - Lace-Up Ankle Boots Preppy Boys - Lace-Up Ankle Boots CA$ 99.66 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Faux-Leather Oxford Shoes Preppy Boys - Faux-Leather Oxford Shoes CA$ 45.51 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Genuine Leather Lace-Up Ankle Boots Preppy Boys - Genuine Leather Lace-Up Ankle Boots CA$ 100.61 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • White
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Studded Buckled Ankle Boots Preppy Boys - Studded Buckled Ankle Boots CA$ 113.91 38 , 39 , 40 , 41 , 42 , 43
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Fleece-Lined Paneled Sneakers Preppy Boys - Fleece-Lined Paneled Sneakers CA$ 56.91 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Belted Studded Short Boots Preppy Boys - Belted Studded Short Boots CA$ 109.16 38 , 39 , 40 , 41 , 42 , 43
    • White
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Fleece-Lined Buttoned Short Boots Preppy Boys - Fleece-Lined Buttoned Short Boots CA$ 103.46 39 , 40 , 41 , 42 , 43 , 44
    • Red
    • Blue
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Paneled Lace-Up Short Boots Preppy Boys - Paneled Lace-Up Short Boots CA$ 96.81 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Studded Shorts Boots Preppy Boys - Studded Shorts Boots CA$ 97.76 39 , 40 , 41 , 42 , 43 , 44
    • Brown
    • White
    • Black
    5% Off
    Save Saved
  • Preppy Boys - Fleece-Lined Pattern-Trim Ankle Boots Preppy Boys - Fleece-Lined Pattern-Trim Ankle Boots CA$ 99.66 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Yellow
    • Black
    • Pattern
    • Multicolor
    5% Off
    Save Saved
  • Preppy Boys - Letter-Embossed Lace-Up Shoes Preppy Boys - Letter-Embossed Lace-Up Shoes CA$ 46.46 39 , 40 , 41 , 42 , 43 , 44
    • Yellow
    • Brown
    • Black
    4.9% Off
    Save Saved
  • Preppy Boys - Fleece-Lined Zip-Accent Ankle Boots Preppy Boys - Fleece-Lined Zip-Accent Ankle Boots CA$ 98.71 39 , 40 , 41 , 42 , 43 , 44
    • Blue
    • Yellow
    • Black
    5% Off
    Save Saved
Showing: 1-120 of 209 items
Page: 1 2 Next 

Recommended For You

A loading error has occurred. Please reload the page and try again. ×
Top