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    • PreppyRemove filter
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    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Crewcuts Shorts Boys Size 6 Green White Striped Elastic Waist Drawstring
      Crewcuts Shorts Boys Size 6 Green White Striped Elastic Waist Drawstring
      Opens in a new window or tab
      Pre-Owned
      $12.88
      or Best Offer
      +$6.15 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $11.22
      Was: $14.9625% off
      or Best Offer
      +$8.99 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic Preppy
      Find similar itemsSee all the items on eBay that match this style
      Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • Janie & Jack Boys’ Linen Blend Shorts Size 6 Pink Chino blue Pull On
      Janie & Jack Boys’ Linen Blend Shorts Size 6 Pink Chino blue Pull On
      Opens in a new window or tab
      Pre-Owned
      $19.90
      Buy It Now
      +$5.65 delivery
      Sponsored
    • Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.00 delivery in 2-4 days
      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
    • 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 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
    • 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
    • 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 left4d 10h
      or Best Offer
      +$4.71 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 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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 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
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $12.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • 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 Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.71 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 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 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
      $17.99
      or Best Offer
      +$5.25 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
    • 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
    • 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
    • Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Opens in a new window or tab
      Pre-Owned
      $11.72
      or Best Offer
      +$6.99 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
    • Polo Ralph Lauren Chino Shorts Kids Boys 20 Blue Logo Preppy Casual
      Polo Ralph Lauren Chino Shorts Kids Boys 20 Blue Logo Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $16.89
      Was: $18.7710% off
      or Best Offer
      +$7.45 delivery
      Free returns
      Sponsored
    • 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
      Buy 1, get 1 50% off with coupon
      Sponsored
      Top Rated Plus
    • Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Opens in a new window or tab
      Pre-Owned
      $24.42
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      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
    • 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
    • 2pc Childrens Place Plaid Patchwork Shorts Boys 5 Adjustable Waist Chino Preppy
      2pc Childrens Place Plaid Patchwork Shorts Boys 5 Adjustable Waist Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.88
      Buy It Now
      +$5.80 delivery
      Sponsored
    • 2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$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
    • U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.98 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam Preppy
      Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.31
      Was: $21.8730% off
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      $7.70
      Was: $11.0030% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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
    • Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $12.75
      Buy It Now
      +$6.00 delivery in 2-4 days
      Sponsored
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      Opens in a new window or tab
      Brand New
      $5.99
      Buy It Now
      +$5.00 delivery
      $7 off $50+ with coupon
      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
      $7.28
      or Best Offer
      +$5.75 delivery
      Sponsored
    • 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
    • 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
    • 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
    • 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
      $9.07
      Was: $11.9424% off
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Lot Of 3 Boys Uniform Childrens Place Size 4  Shorts Khaki Pockets Elastic Waist
      Lot Of 3 Boys Uniform Childrens Place Size 4 Shorts Khaki Pockets Elastic Waist
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$6.55 delivery
      Sponsored
    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $12.79
      Was: $15.9920% off
      or Best Offer
      +$6.99 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
    • Polo Ralph Lauren Boys 6 Green And White Gingham Chino Shorts Cotton Preppy
      Polo Ralph Lauren Boys 6 Green And White Gingham Chino Shorts Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.60 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • H&M Striped Shorts Pants 6 - 7 Years Boys Navy Blue White Preppy Folded Hem
      H&M Striped Shorts Pants 6 - 7 Years Boys Navy Blue White Preppy Folded Hem
      Opens in a new window or tab
      Brand New
      $8.99
      or Best Offer
      +$4.84 delivery
      Extra 10% off with coupon
      Sponsored
    • NWT French Toast Boy's Dark Navy Blue Chino Shorts Size 20 Husky Adjustable
      NWT French Toast Boy's Dark Navy Blue Chino Shorts Size 20 Husky Adjustable
      Opens in a new window or tab
      Brand New
      $24.95
      or Best Offer
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Opens in a new window or tab
      Brand New
      $32.00
      or Best Offer
      +$6.84 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 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Polo Ralph Lauren Cargo Shorts Youth Sz  20 Classic Polo Chino Ivory
      Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino Ivory
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$8.99 delivery
      Sponsored
    • 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
    • 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
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    • 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
      $11.90
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