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    • PreppyRemove filter
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    • Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Opens in a new window or tab
      Pre-Owned
      $11.34
      or Best Offer
      +$5.62 delivery
      Extra 15% off with coupon
      Sponsored
    • Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • 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 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
    • Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy Casual
      Find similar itemsSee all the items on eBay that match this style
      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
    • Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% 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
    • NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8  S
      NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 S
      Opens in a new window or tab
      Brand New
      $12.00
      Buy It Now
      +$4.99 delivery
      Save up to 10% when you buy more
      Sponsored
    • J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $9.00
      0 bids · Time left4d 19h
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Nautica Plaid Bermuda Shorts Coral Teal Purple Striped Cotton Shorts Boys Size 8
      Nautica Plaid Bermuda Shorts Coral Teal Purple Striped Cotton Shorts Boys Size 8
      Opens in a new window or tab
      Brand New
      $23.49
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Opens in a new window or tab
      Pre-Owned
      $30.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      Opens in a new window or tab
      Brand New
      $26.00
      or Best Offer
      +$3.99 delivery
      Save up to 20% when you buy more
      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
    • J. Crew Crewcuts Boys Shorts Size 14
      J. Crew Crewcuts Boys Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.89
      Was: $20.9910% off
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boys 8 Classic Chino Shorts Flat Front Navy Khaki Lot of 2
      Polo Ralph Lauren Boys 8 Classic Chino Shorts Flat Front Navy Khaki Lot of 2
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Was: $24.9920% off
      Buy It Now
      +$9.70 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Opens in a new window or tab
      Pre-Owned
      $37.50
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Opens in a new window or tab
      Pre-Owned
      $19.95
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Opens in a new window or tab
      Brand New
      $22.99
      or Best Offer
      +$8.84 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
    • Janie And Jack Boy’s Dressy Shorts Sz 8 Pink Linen Cotton Adjustable Party Beach
      Janie And Jack Boy’s Dressy Shorts Sz 8 Pink Linen Cotton Adjustable Party Beach
      Opens in a new window or tab
      New (Other)
      $19.00
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Urban Pipeline Mossimo Cherokee Zoo York Boys Khaki Cargo Shorts Sz 8 Small Lot
      Urban Pipeline Mossimo Cherokee Zoo York Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8
      Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.55 delivery
      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
    • Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      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
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$6.99 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
      Sponsored
    • Vineyard Vines Performance Shorts Boys Gray Size 14
      Vineyard Vines Performance Shorts Boys Gray Size 14
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$5.49 delivery
      Extra 12% off with coupon
      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
    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$6.55 delivery
      Sponsored
    • J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.59
      Was: $16.9920% off
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Opens in a new window or tab
      Pre-Owned
      $10.49
      Was: $14.9930% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$7.00 delivery
      Extra 15% off with coupon
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $16.50
      Was: $22.0025% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Opens in a new window or tab
      Brand New
      $30.79
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Univibe Ocean Current Boys Khaki Cargo Shorts Sz 8 Small Lot
      Univibe Ocean Current Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$7.01 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
    • NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Opens in a new window or tab
      Brand New
      $19.95
      Buy It Now
      +$4.84 delivery
      Sponsored
    • NWT J.Crew Crewcuts Kids' printed pull on short in linen, WHITE VIVID BLUE, Sz 8
      NWT J.Crew Crewcuts Kids' printed pull on short in linen, WHITE VIVID BLUE, Sz 8
      Opens in a new window or tab
      Brand New
      $22.95
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Boys BurgeeFlag Embroidery Club Shorts Ocean Splash 14 Blue NWT
      Vineyard Vines Boys BurgeeFlag Embroidery Club Shorts Ocean Splash 14 Blue NWT
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Arizona Jeans Mossimo Supply Co Boys Khaki Cargo Shorts Sz 8 Small Lot
      Arizona Jeans Mossimo Supply Co Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$4.57 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$10.00 delivery
      Sponsored
    • J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Opens in a new window or tab
      Pre-Owned
      $9.89
      0 bids · Time left6d 19h
      +$6.55 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
    • 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
    • Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$4.84 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
    • NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      Opens in a new window or tab
      Brand New
      $23.00
      or Best Offer
      +$9.45 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
    • Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$5.25 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
    • NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      Opens in a new window or tab
      Brand New
      $13.99
      Buy It Now
      +$5.99 delivery
      Save up to 15% when you buy more
      Sponsored
    • Romey Loves Lulu Shorts Kid 8Y Blue Pull On Cloud Print Retro Preppy School Soft
      Romey Loves Lulu Shorts Kid 8Y Blue Pull On Cloud Print Retro Preppy School Soft
      Opens in a new window or tab
      Pre-Owned
      $23.00
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
      Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$4.84 delivery
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    • Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
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