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    • PreppyRemove filter
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    • Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Opens in a new window or tab
      Brand New
      $14.88
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Opens in a new window or tab
      Pre-Owned
      $32.97
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard vines performance shorts boys size 14 tan Golf Adjustable Waist
      Vineyard vines performance shorts boys size 14 tan Golf Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Boy’s Size 16 Gap Kids Khaki Short
      Find similar itemsSee all the items on eBay that match this style
      Boy’s Size 16 Gap Kids Khaki Short
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • Children's Place Khaki Shorts Boys Size 4T
      Children's Place Khaki Shorts Boys Size 4T
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      Opens in a new window or tab
      Brand New
      $16.97
      Buy It Now
      +$5.99 delivery
      Extra 30% off with coupon
      Sponsored
    • 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
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    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left5d 4h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      Opens in a new window or tab
      Pre-Owned
      $16.97
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Opens in a new window or tab
      Pre-Owned
      $10.80
      Was: $18.0040% off
      or Best Offer
      +$6.95 delivery
      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
      5 watchers
      Sponsored
    • Vineyard Vines Boys XL Performance Shorts Stretch Lacrosse Sports Blue Red White
      Vineyard Vines Boys XL Performance Shorts Stretch Lacrosse Sports Blue Red White
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $11.25
      or Best Offer
      +$6.79 delivery
      Sponsored
    • Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Navy Blue Khaki Shorts Size 16 Adjustable Waist Turtles
      Vineyard Vines Boys Navy Blue Khaki Shorts Size 16 Adjustable Waist Turtles
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      Opens in a new window or tab
      Pre-Owned
      $16.95
      Buy It Now
      +$10.45 delivery
      Sponsored
    • Lilly Pulitzer boy shorts XL camelflage green pink tropical elastic waist preppy
      Lilly Pulitzer boy shorts XL camelflage green pink tropical elastic waist preppy
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$6.00 delivery
      Sponsored
    • Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Was: $19.9910% off
      Buy It Now
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.00 delivery
      Extra 15% off with coupon
      Sponsored
    • Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Opens in a new window or tab
      Brand New
      $10.00
      Was: $19.9950% off
      or Best Offer
      +$8.19 delivery
      Sponsored
    • Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$6.55 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$6.85 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$5.84 delivery
      Save up to 15% when you buy more
      Sponsored
    • Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Opens in a new window or tab
      Pre-Owned
      $23.99
      Buy It Now
      +$6.89 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$5.00 delivery
      Sponsored
    • VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      Opens in a new window or tab
      Pre-Owned
      $21.21
      Was: $24.9515% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
      Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Eddie Bauer Shorts Boys 16 Khaki Cargo Knee Length Baggy Flat Front Skate Cotton
      Eddie Bauer Shorts Boys 16 Khaki Cargo Knee Length Baggy Flat Front Skate Cotton
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.99 delivery in 2-4 days
      Sponsored
    • Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 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 left4d 1h
      $15.00
      Buy It Now
      +$4.33 delivery
      Sponsored
    • NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      +$5.99 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 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 16 NWT
      Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 16 NWT
      Opens in a new window or tab
      Brand New
      $19.99
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
      Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
      Opens in a new window or tab
      Brand New
      $15.99
      or Best Offer
      +$6.25 delivery
      Sponsored
    • Vineyard Vines Chino Shorts Youth Boy Size 16 Blue Shark Embroidered Preppy
      Vineyard Vines Chino Shorts Youth Boy Size 16 Blue Shark Embroidered Preppy
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$7.29 delivery
      Extra 15% off with coupon
      Sponsored
    • Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
      Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
      Opens in a new window or tab
      Pre-Owned
      $34.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.90 delivery
      Sponsored
    • POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      Opens in a new window or tab
      Pre-Owned
      $15.29
      Was: $16.9910% off
      or Best Offer
      Free delivery
      Sponsored
    • Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Opens in a new window or tab
      Pre-Owned
      $12.49
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Boy's Crewcuts by J Crew Tan Khaki Shorts Size 16 Pockets Zip Adjustable Waist
      Boy's Crewcuts by J Crew Tan Khaki Shorts Size 16 Pockets Zip Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.49 delivery
      Sponsored
    • Polo Ralph Lauren Boys Sz 16 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
      Polo Ralph Lauren Boys Sz 16 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      Free delivery
      Sponsored
    • Vineyard Vines Performance Shorts Boys 16 Pink Breathable
      Vineyard Vines Performance Shorts Boys 16 Pink Breathable
      Opens in a new window or tab
      Pre-Owned
      $12.23
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16
      Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Opens in a new window or tab
      Pre-Owned
      $11.00
      or Best Offer
      +$5.09 delivery
      Sponsored
    • NeW Under Armour Shorts Boys Youth XL  28” Khaki Beige School Golf NWT
      NeW Under Armour Shorts Boys Youth XL 28” Khaki Beige School Golf NWT
      Opens in a new window or tab
      Brand New
      $9.99
      0 bids · Time left4d 14h
      $19.99
      Buy It Now
      +$4.85 delivery
      Sponsored
    • Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.95 delivery
      Sponsored
    • NWT Vineyard Vines Boys Ocean Breeze Blue Flat Front Stretch Breaker Shorts 16
      NWT Vineyard Vines Boys Ocean Breeze Blue Flat Front Stretch Breaker Shorts 16
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$7.25 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
    • Boys Vineyard Vines Breaker Shorts Size 16 khaki Vacation Trip Preppy
      Boys Vineyard Vines Breaker Shorts Size 16 khaki Vacation Trip Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.50
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Old Navy Built In Flex Shorts Boys 16 Blue Mid Rise Stretch New
      Old Navy Built In Flex Shorts Boys 16 Blue Mid Rise Stretch New
      Opens in a new window or tab
      Brand New
      $14.99
      Buy It Now
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Chino Khaki Shorts Boys 16 Casual Preppy 10" inseam
      Polo Ralph Lauren Chino Khaki Shorts Boys 16 Casual Preppy 10" inseam
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts Stretch
      Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts Stretch
      Opens in a new window or tab
      Brand New
      $17.95
      Was: $19.9510% off
      Buy It Now
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Opens in a new window or tab
      Pre-Owned
      $13.47
      Was: $17.2722% off
      or Best Offer
      +$6.55 delivery
      Sponsored
    • New Old Navy boys youth active go dry cool shorts XL 14/16
      New Old Navy boys youth active go dry cool shorts XL 14/16
      Opens in a new window or tab
      Brand New
      $7.99
      or Best Offer
      +$5.84 delivery
      Sponsored
    • True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse Wash
      True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse Wash
      Opens in a new window or tab
      Brand New
      $20.75
      or Best Offer
      +$7.99 delivery
      Free returns
      Sponsored
    • NWT Gap Boys Chambray Shorts Youth Size XL (12) Washwell Elastic Waist Pockets
      NWT Gap Boys Chambray Shorts Youth Size XL (12) Washwell Elastic Waist Pockets
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$4.84 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 16 Red Chino Coral Flat front Preppy w/ Belt
      Polo Ralph Lauren Shorts Boys 16 Red Chino Coral Flat front Preppy w/ Belt
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Janie & Jack Shorts Boys Cotton Blue Chambray  Palm Print Shorts, Sz 4T NWOT
      Janie & Jack Shorts Boys Cotton Blue Chambray Palm Print Shorts, Sz 4T NWOT
      Opens in a new window or tab
      New (Other)
      $12.00
      0 bids · Time left5d 4h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • POLO RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual Summer 16
      POLO RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual Summer 16
      Opens in a new window or tab
      Pre-Owned
      $11.99
      Was: $14.9920% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • NEW Vineyard Vines Khaki Tan Hybrid Breaker Shorts Young Size 16 Pocket Bermuda
      NEW Vineyard Vines Khaki Tan Hybrid Breaker Shorts Young Size 16 Pocket Bermuda
      Opens in a new window or tab
      Brand New
      $45.00
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Columbia Shorts Boys XL Gray Cargo Hiking Terminal Tackle Outdoor Camp
      Columbia Shorts Boys XL Gray Cargo Hiking Terminal Tackle Outdoor Camp
      Opens in a new window or tab
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