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263 results

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    • PreppyRemove filter
    • Size: 7Remove filter
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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
      $16.89
      or Best Offer
      +$7.99 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
    • 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 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
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$7.25 delivery
      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
      Sponsored
    • 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
    • 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
    • Jumping Beans Boys Athletic Shorts Sz 7 Lot
      Jumping Beans Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.35 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
    • 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
      Sponsored
    • Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.95
      Buy It Now
      +$8.95 delivery
      Sponsored
    • Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Opens in a new window or tab
      Brand New
      $26.74
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Save up to 20% when you buy more
      Sponsored
      Top Rated Plus
    • Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
      Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Mini Boden Boys Youth Cargo Shorts Size 9 Blue 100% Cotton 9" Inseam
      Mini Boden Boys Youth Cargo Shorts Size 9 Blue 100% Cotton 9" Inseam
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Extra 25% 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
    • 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
    • H&M Boys Blue Cotton Chino Shorts Size 7 Adjustable Waist Preppy Summer Style
      H&M Boys Blue Cotton Chino Shorts Size 7 Adjustable Waist Preppy Summer Style
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable Waist
      Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.99 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
    • 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
    • Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 7
      Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 7
      Opens in a new window or tab
      Pre-Owned
      $15.65
      or Best Offer
      +$4.84 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
    • Nike Boys Dri-Fit Golf Shorts Size Medium Red White Plaid Adjustable Waist
      Nike Boys Dri-Fit Golf Shorts Size Medium Red White Plaid Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Buy It Now
      +$6.55 delivery
      Sponsored
    • 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
      Sponsored
    • 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
    • Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Opens in a new window or tab
      Brand New
      $29.95
      Buy It Now
      Free delivery
      Sponsored
    • NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
      NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
      Opens in a new window or tab
      Brand New
      $18.97
      Buy It Now
      +$6.20 delivery in 2-4 days
      Sponsored
    • 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
    • JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
      JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$6.95 delivery
      Free returns
      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
      $11.97
      Was: $14.9620% off
      or Best Offer
      +$8.99 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $21.87
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% 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
    • 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
    • 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
    • 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
      10% off 2+ with coupon
      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
    • Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
      Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
      Opens in a new window or tab
      Brand New
      $12.95
      or Best Offer
      +$8.19 delivery
      Sponsored
    • FLAW Boys LUCKY BRAND Cargo Solid Gray ADJUSTABLE WAIST Pockets Shorts Size 7
      FLAW Boys LUCKY BRAND Cargo Solid Gray ADJUSTABLE WAIST Pockets Shorts Size 7
      Opens in a new window or tab
      Pre-Owned
      $8.54
      Was: $8.995% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort Preppy
      Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Was: $19.9930% off
      or Best Offer
      +$6.99 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Opens in a new window or tab
      Pre-Owned
      $10.39
      Was: $11.5510% off
      or Best Offer
      +$5.00 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
      $20.99
      Was: $27.9925% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids:  100% COTTON
      Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids: 100% COTTON
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Gap Place Chino Shorts Size 7 Seersucker Blue White Green Shark Print Beach
      Gap Place Chino Shorts Size 7 Seersucker Blue White Green Shark Print Beach
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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
    • Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.69
      Was: $12.9910% off
      or Best Offer
      +$9.45 delivery
      Sponsored
    • 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
    • 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
      Sponsored
    • Janie and Jack Embroidered Pineapple Linen Blend Shorts Sz 7 NEW W/Tag Hawaiian
      Janie and Jack Embroidered Pineapple Linen Blend Shorts Sz 7 NEW W/Tag Hawaiian
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$4.62 delivery
      Sponsored
    • Carter’s Garanimals Hollywood Boys Athletic Shorts Sz 7 Lot
      Carter’s Garanimals Hollywood Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 Lot
      Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable Waist
      Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      or Best Offer
      +$4.95 delivery in 2-4 days
      Sponsored
    • Boys RALPH LAUREN Polo Sz 20 Shorts Madras Plaid Patchwork Preppy
      Boys RALPH LAUREN Polo Sz 20 Shorts Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.74
      Was: $12.9925% off
      Buy It Now
      +$6.30 delivery
      Sponsored
    • Boys Polo Ralph Lauren Size 20 Khaki Shorts
      Boys Polo Ralph Lauren Size 20 Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $19.99
      0 bids · Time left5d 11h
      or Best Offer
      +$4.01 delivery
      Sponsored
    • NWT IZOD Boys Sz 20 Husky School Uniform Flat Beige Stretch Performance Shorts
      NWT IZOD Boys Sz 20 Husky School Uniform Flat Beige Stretch Performance Shorts
      Opens in a new window or tab
      Brand New
      $11.99
      or Best Offer
      +$5.55 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
      $17.09
      Was: $18.9910% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Opens in a new window or tab
      Pre-Owned
      $10.68
      or Best Offer
      +$5.62 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki Preppy
      Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.61
      Was: $21.8915% off
      or Best Offer
      +$9.25 delivery
      Sponsored
    • Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • VGUC JCrew M Boys Shorts Chambray Blue Elastic Pull On Preppy School Drawstring
      VGUC JCrew M Boys Shorts Chambray Blue Elastic Pull On Preppy School Drawstring
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.00 delivery in 2-4 days
      Sponsored
    • Vineyard Vines Boys Size 7 Performance Shorts Navy Side Stripe Logo Athletic
      Vineyard Vines Boys Size 7 Performance Shorts Navy Side Stripe Logo Athletic
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$5.29 delivery
      10 watchers
      Sponsored
    • 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
      $21.25
      Was: $25.0015% off
      Buy It Now
      +$4.99 delivery
      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
    • 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
    • Vintage Polo Ralph Lauren Shorts Boys 7 India Madras Plaid Patchwork 90s Preppy
      Vintage Polo Ralph Lauren Shorts Boys 7 India Madras Plaid Patchwork 90s Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.54
      Was: $22.9915% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 7 Black Cotton Chino Drawstring Shorts
      Polo Ralph Lauren Boys Size 7 Black Cotton Chino Drawstring Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.10 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Boys Polo Ralph Lauren Khaki Shorts Size 20
      Boys Polo Ralph Lauren Khaki Shorts Size 20
      Opens in a new window or tab
      Pre-Owned
      $19.99
      0 bids · Time left5d 11h
      or Best Offer
      +$4.91 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf Preppy
      Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.50
      or Best Offer
      +$7.79 delivery
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    • Old Navy Shorts Boys Blue Elastic Waist Casual Preppy Activewear Shorts Medium 8
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