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    • PreppyRemove filter
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    • 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
    • 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
    • Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • 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
    • Abercrombie Fitch Cargo Shorts Youth 16 Red Y2K Utility Faded Outdoors
      Find similar itemsSee all the items on eBay that match this style
      Abercrombie Fitch Cargo Shorts Youth 16 Red Y2K Utility Faded Outdoors
      Opens in a new window or tab
      Pre-Owned
      $2.99
      0 bids · Time left1d 19h
      +$6.99 delivery
      Free returns
      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
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    • Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy Casual
      Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $15.20
      or Best Offer
      +$7.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Spalding Basketball Shorts Boys Medium Activewear Bottom w/ Pockets
      Spalding Basketball Shorts Boys Medium Activewear Bottom w/ Pockets
      Opens in a new window or tab
      Pre-Owned
      $0.99
      0 bids · Time left1d 6h
      +$5.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $13.24
      Was: $16.9722% off
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Extra 21% off with coupon
      Sponsored
      Top Rated Plus
    • Boys Shorts Size 7-8 Cargo Summer Lee Dungarees Gap Kids Urban Pipeline Lot of 3
      Boys Shorts Size 7-8 Cargo Summer Lee Dungarees Gap Kids Urban Pipeline Lot of 3
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$8.24 delivery
      Sponsored
    • Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      Free delivery
      Free returns
      Save up to 30% when you buy more
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    • 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
    • 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
    • Ralph Lauren Blue Seersucker Chino Shorts (Size:  Boys 7)
      Ralph Lauren Blue Seersucker Chino Shorts (Size: Boys 7)
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
      $26.38
      Was: $32.9720% off
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      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
    • Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Opens in a new window or tab
      Brand New
      $27.99
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • MINI BODEN Red Blue Long Line Baggies Knit Shorts Size 7Y 122cm Boys 100% Cotton
      MINI BODEN Red Blue Long Line Baggies Knit Shorts Size 7Y 122cm Boys 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $28.00
      or Best Offer
      +$6.10 delivery in 2-4 days
      Sponsored
    • POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.77
      or Best Offer
      +$7.35 delivery
      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
    • 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
    • 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
    • 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
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 delivery
      Sponsored
    • Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 15% off with coupon
      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
      Free delivery
      Save up to 9% when you buy more
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    • 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
    • Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $32.95
      or Best Offer
      +$7.25 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 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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 Shorts  Boys 20  Blue & White Striped NEW
      Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEW
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      Opens in a new window or tab
      Brand New
      $22.06
      Buy It Now
      +$5.79 delivery
      Extra 16% off with coupon
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    • Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      Opens in a new window or tab
      Brand New
      $29.88
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable Waist
      Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Sponsored
    • 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 20% off with coupon
      Sponsored
      Top Rated Plus
    • Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo Shorts
      Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo Shorts
      Opens in a new window or tab
      Pre-Owned
      $55.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • 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
    • J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7
      J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Polo Ralph Lauren Shorts Boys 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Opens in a new window or tab
      Pre-Owned
      $21.99
      or Best Offer
      +$16.55 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
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      Top Rated Plus
    • 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
    • Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.43
      Was: $18.958% off
      or Best Offer
      +$5.25 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 7 Khaki Flat Front Classic Polo Chino Stretch
      Polo Ralph Lauren Shorts Boys 7 Khaki Flat Front Classic Polo Chino Stretch
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines Boys Size 16 Turquoise Summer Shorts!NWT! Great For Summer!☀️🌊
      Vineyard Vines Boys Size 16 Turquoise Summer Shorts!NWT! Great For Summer!☀️🌊
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$8.84 delivery
      Sponsored
    • 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
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$5.84 delivery
      Save up to 15% when you buy more
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    • 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
      or Best Offer
      +$6.85 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$6.25 delivery
      Sponsored
    • 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
    • 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
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    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and Navy
      Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and Navy
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • 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
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    • PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~
      PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~
      Opens in a new window or tab
      Brand New
      $17.95
      or Best Offer
      +$4.00 delivery
      Free returns
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      Top Rated Plus
    • 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
    • Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
      Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$7.35 delivery
      12% off 2+ with coupon
      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
      $7.49
      Was: $9.9925% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren 20 Big Boys Straight Fit Flex Abrasion Twill Shorts Blue
      Polo Ralph Lauren 20 Big Boys Straight Fit Flex Abrasion Twill Shorts Blue
      Opens in a new window or tab
      Brand New
      $25.00
      Buy It Now
      +$4.99 delivery
      Free returns
      30% off 3+ with coupon
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    • NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
      NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
      Opens in a new window or tab
      Brand New
      $13.95
      Buy It Now
      +$6.95 delivery in 2-4 days
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    • Polo Ralph Lauren Chino Khaki Shorts Boys 16 Casual Preppy 10" inseam
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