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277 results

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    • PreppyRemove filter
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    • Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Ralph Lauren Boys RLCC 1967 Cricket Batsman Bermuda Shorts Navy Blue Twill Sz 6
      Ralph Lauren Boys RLCC 1967 Cricket Batsman Bermuda Shorts Navy Blue Twill Sz 6
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
      Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
      Opens in a new window or tab
      Brand New
      $39.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      Free delivery
      Sponsored
    • Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Opens in a new window or tab
      Pre-Owned
      $29.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Opens in a new window or tab
      Brand New
      $14.99
      List price: $30.9952% off
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $16.79
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.99
      Buy It Now
      +$7.99 delivery
      Sponsored
    • NWT Chubbies Boys  XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      Opens in a new window or tab
      Brand New
      $30.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
      Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
      Opens in a new window or tab
      Pre-Owned
      $17.00
      Buy It Now
      +$5.00 delivery
      11 watchers
      Sponsored
    • Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
      Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$7.00 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Crewcuts Shorts Boys 6 Brown Adjustable Stretch Gramercy Flex Chino Preppy Club
      Crewcuts Shorts Boys 6 Brown Adjustable Stretch Gramercy Flex Chino Preppy Club
      Opens in a new window or tab
      Pre-Owned
      $15.72
      Was: $18.4915% off
      or Best Offer
      +$6.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Shorts Bottoms Boy's Size 6 Red Chino 100% Cotton Above Knee
      Vineyard Vines Shorts Bottoms Boy's Size 6 Red Chino 100% Cotton Above Knee
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Vtg Boys GAP Camouflage Shorts Size 6 SLIM Classic CAMO Hunting ADJUSTABLE WAIST
      Vtg Boys GAP Camouflage Shorts Size 6 SLIM Classic CAMO Hunting ADJUSTABLE WAIST
      Opens in a new window or tab
      Pre-Owned
      $9.35
      Was: $11.0015% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.00
      Was: $12.0025% off
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$8.35 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      Opens in a new window or tab
      Brand New
      $33.95
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Columbia PFG Omnishade Boys Shorts Sz XS 6/7 Black Swim Fish Summer Cool Preppy
      Columbia PFG Omnishade Boys Shorts Sz XS 6/7 Black Swim Fish Summer Cool Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.75 delivery
      Sponsored
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Boys POLO RALPH LAUREN Salmon Pink Cargo Cotton Pocket Shorts Size 6
      Vintage Boys POLO RALPH LAUREN Salmon Pink Cargo Cotton Pocket Shorts Size 6
      Opens in a new window or tab
      Pre-Owned
      $16.15
      Was: $17.005% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • Carters Kid Pull On Drawstring Denim Shorts With Pockets Boys Size 6 Lot Of 2
      Carters Kid Pull On Drawstring Denim Shorts With Pockets Boys Size 6 Lot Of 2
      Opens in a new window or tab
      Pre-Owned
      $16.98
      or Best Offer
      +$7.98 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
      Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
      Opens in a new window or tab
      Brand New
      $15.58 to $22.17
      Buy It Now
      Free delivery
      from Germany
      Sponsored
    • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
      Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.95
      or Best Offer
      +$6.95 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
      Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
      Opens in a new window or tab
      Brand New
      $11.88
      Buy It Now
      +$7.35 delivery
      Save up to 15% when you buy more
      Sponsored
    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
      Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
      Opens in a new window or tab
      Pre-Owned
      $53.00
      Buy It Now
      +$17.55 delivery
      Sponsored
    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Opens in a new window or tab
      Brand New
      $29.99
      Buy It Now
      +$5.50 delivery
      Sponsored
    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$4.71 delivery
      Free returns
      Sponsored
    • NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTER
      NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTER
      Opens in a new window or tab
      Brand New
      $13.99
      Was: $19.9930% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Janie And Jack Boys’ White Linen Shorts Classic Style Adjustable Waist Size 6
      Janie And Jack Boys’ White Linen Shorts Classic Style Adjustable Waist Size 6
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Madras Patchwork Shorts Boys 6 Plaid Chino
      Janie & Jack Madras Patchwork Shorts Boys 6 Plaid Chino
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$5.00 delivery
      Sponsored
    • NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      Opens in a new window or tab
      Brand New
      $16.19
      Was: $17.9910% off
      or Best Offer
      +$5.25 delivery
      Sponsored
    • Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
      Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
      Opens in a new window or tab
      Brand New
      $16.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.47
      Was: $8.0920% off
      or Best Offer
      +$5.75 delivery
      Sponsored
    • Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.10 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gap Kids Boys Shorts in Green Size 7
      Gap Kids Boys Shorts in Green Size 7
      Opens in a new window or tab
      Pre-Owned
      $6.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter  NWOT
      Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter NWOT
      Opens in a new window or tab
      New (Other)
      $10.00
      0 bids · Time left2d 2h
      $15.00
      Buy It Now
      +$4.33 delivery
      Sponsored
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
      Buy It Now
      Free delivery in 2-4 days
      Sponsored
    • Crewcuts Boys lot of 2 Nautical Shorts Navy Lobster and khaki anchor
      Crewcuts Boys lot of 2 Nautical Shorts Navy Lobster and khaki anchor
      Opens in a new window or tab
      Pre-Owned
      $29.99
      or Best Offer
      +$6.00 delivery
      Sponsored
    • Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Opens in a new window or tab
      Pre-Owned
      $10.96
      Was: $12.8915% off
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Boys PIPPERS boutique red blue orange plaid shorts 6 cotton fall Thanksgiving
      Boys PIPPERS boutique red blue orange plaid shorts 6 cotton fall Thanksgiving
      Opens in a new window or tab
      Pre-Owned
      $8.95
      Buy It Now
      +$5.95 delivery
      Sponsored
    • Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Opens in a new window or tab
      Pre-Owned
      $8.49
      Was: $9.9915% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$4.33 delivery
      Sponsored
    • GAP Kids Wonder Nation Carter’s Boys Shorts Lot Sz 6/7
      GAP Kids Wonder Nation Carter’s Boys Shorts Lot Sz 6/7
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Polo Ralph Lauren Boys Sz 6 Yellow Flat Front Chino Shorts Pony Adjustable Waist
      Polo Ralph Lauren Boys Sz 6 Yellow Flat Front Chino Shorts Pony Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Nautica Cargo Shorts Boys 6 Tan Khaki Shorts Pockets Summer Ready
      Nautica Cargo Shorts Boys 6 Tan Khaki Shorts Pockets Summer Ready
      Opens in a new window or tab
      Pre-Owned
      $9.86
      Was: $12.9824% off
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J  Preppy Minimalist
      Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J Preppy Minimalist
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$7.90 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Youth Boys Seersucker Shorts Bulldog Preppy Pink White Sz 6
      Polo Ralph Lauren Youth Boys Seersucker Shorts Bulldog Preppy Pink White Sz 6
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.50 delivery
      Sponsored
    • Oshkosh B’gosh Garanimals Boys Shorts Mesh Athletic Swim Sz 6 Lot
      Oshkosh B’gosh Garanimals Boys Shorts Mesh Athletic Swim Sz 6 Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Hanna Andersson Boys French Terry Shorts Size 5 Knee-Length Gray White Striped
      Hanna Andersson Boys French Terry Shorts Size 5 Knee-Length Gray White Striped
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$4.33 delivery in 2-3 days
      Sponsored
    • Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue Preppy
      Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue Preppy
      Opens in a new window or tab
      Pre-Owned
      $2.80
      Was: $13.9980% off
      Buy It Now
      +$7.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Opens in a new window or tab
      Brand New
      $28.60
      Buy It Now
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