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- Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist PreppyOpens in a new window or tabPre-Owned$17.95Was: $19.9510% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
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- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$15.82Was: $19.7720% offor Best Offer+$7.45 deliveryLocated in United StatesFree returns
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- J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8Opens in a new window or tabPre-Owned$13.08Was: $17.4425% offor Best Offer+$5.94 deliveryLocated in United StatesFree returnsTop Rated Plus
- Johnnie O Wyatt Jr Prep-Formance Shorts Boys Lobster Red Flat Front 8" Size 14Opens in a new window or tabPre-Owned$19.99or Best Offer+$5.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active ShortsOpens in a new window or tabBrand New$24.99Buy It NowFree deliveryLocated in United StatesFree returnsSave up to 30% when you buy more
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- Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green $59.50 size12,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring YouthOpens in a new window or tabPre-Owned$11.49or Best Offer+$10.60 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
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- Cat & Jack Boys Shorts Summer Pants Size 8 Gray Chino Active Uniform PreppyOpens in a new window or tabPre-Owned$5.46Was: $12.9958% offor Best Offer+$7.99 deliveryLocated in United StatesFree returnsExtra 8% off with couponTop Rated Plus
- Vintage Y2K Mecca Shorts Boys 14 Raw Blue Jean Denim Stretch Fit Moto StreetwearOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lands End Blue White Striped Seersucker Side Pockets Casual Shorts Size 14Opens in a new window or tabPre-Owned$17.00or Best Offer+$5.30 deliveryLocated in United StatesFree returnsTop Rated Plus
- Gap Boys Madras Shorts 14 Red White Blue Preppy Patriotic 4th of July Black AdjOpens in a new window or tabPre-Owned$12.50or Best Offer+$7.99 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring PonyOpens in a new window or tabPre-Owned$25.46Was: $29.9515% offor Best Offer+$10.60 deliveryLocated in United StatesFree returnsTop Rated Plus
- DENNIS Uniform Boys Khaki Shorts Size 8 REG School Uniform Shorts Adjustable NWTOpens in a new window or tabBrand New$16.99Was: $18.8810% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~Opens in a new window or tabBrand New$15.95or Best Offer+$4.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryLocated in United StatesFree returns5+ watchersTop Rated Plus
- NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONYOpens in a new window or tabBrand New$36.99Buy It NowFree deliveryLocated in United StatesFree returns20% off 3+Top Rated Plus
- Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" InseamOpens in a new window or tabPre-Owned$9.50or Best Offer+$7.23 deliveryLocated in United StatesFree returnsTop Rated Plus
- Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring WaistOpens in a new window or tabPre-Owned$5.60Was: $7.0020% offor Best Offer+$4.98 deliveryLocated in United StatesFree returnsTop Rated Plus
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- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
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- BNWT Crewcut Active Kids Boys Drawstring Casual Chino Shorts Green Sz 14 13x6Opens in a new window or tabBrand New$17.75or Best Offer+$11.95 deliveryLocated in United StatesFree returnsExtra 20% off with coupon
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- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht SummerOpens in a new window or tabPre-Owned$19.98or Best Offer+$5.99 delivery in 2-4 daysLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Boy Shorts Size 14 Red Blue Madras Plaid Cotton Bermuda PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boy Size 14 Shorts Chino Blue Shorts Classic Flat Front U54Opens in a new window or tabPre-Owned$17.95or Best Offer+$5.95 deliveryLocated in United StatesFree returnsExtra 5% off with couponTop Rated Plus
- Childrens Place Blue Brown Shorts Boys 8 School Uniform Adjustable Waist lot 4Opens in a new window or tabPre-Owned$10.70Was: $23.7755% offor Best Offer+$9.86 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- Tommy Bahama Shorts Boys 7/8 Salmon Pink Drawstring Resort Vacation ShortsOpens in a new window or tabPre-Owned$13.95or Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Ecko Unltd Kids Jean Shorts & Tee Size 12M Blue Denim Casual Summer Boys NWTOpens in a new window or tabBrand New$24.70Was: $26.005% offor Best Offer+$10.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Tommy Hilfiger Shorts Boys Size 14 Olive Green Stretch Preppy ClassicOpens in a new window or tabNew (Other)$11.23Was: $14.9825% offBuy It Now+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14Opens in a new window or tabPre-Owned$18.00or Best Offer+$5.25 deliveryLocated in United StatesFree returnsTop Rated Plus
- GAP Kids Shorts Relaxed Pull on Boys size 14/16 XXL 6.5" Inseam Lot of 2Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.00 deliveryLocated in United StatesFree returns
- Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer ChinoOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.95 delivery in 2-4 daysLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Youth 14 Navy Blue Performance Golf Preppy ChinoOpens in a new window or tabPre-Owned$17.94or Best Offer+$5.95 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14Opens in a new window or tabBrand New$19.99Was: $39.9950% offor Best Offer+$10.60 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Youth 14 Ivory Minor Flaws Preppy PreownedOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.00 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- VINTAGE Ralph Lauren Polo Shorts Men 14 White Cargo Chino Flap Pockets NWT *Opens in a new window or tabNew (Other)$10.19Was: $16.9940% offor Best Offer+$5.90 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- Childrens Place Shorts Boys Size 8 Plaid Blue, Teal, Navy Preppy Academia SchoolOpens in a new window or tabPre-Owned$3.00or Best Offer+$4.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tabBrand New$29.50Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 14 White Cargo Short Classic PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.25 deliveryLocated in United StatesFree returnsTop Rated Plus
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$11.24Was: $14.9925% offor Best Offer+$5.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Old Navy Boys Patchwork Shorts Bermuda Madras Plaid Size 8Opens in a new window or tabPre-Owned$17.98or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lucky Brand Shorts Boys Size 14 Tan Chino Flat Front Bermuda Twill StretchOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Denim Shorts Jorts 100% Cotton 10" Inseam Preppy Boys 14Opens in a new window or tabPre-Owned$19.98or Best Offer+$5.83 deliveryLocated in United StatesFree returnsTop Rated Plus
- Janie and Jack Boys 14 Adjustable Cotton Bermuda Short Texture Navy Blue PreppyOpens in a new window or tabPre-Owned$18.95or Best Offer+$6.58 deliveryLocated in United StatesFree returns
- Old Navy Boys Shorts Size 14 Blue Straight Built in Flex Nantucket Preppy NWTOpens in a new window or tabBrand New$11.99or Best Offer+$5.83 deliveryLocated in United StatesFree returnsTop Rated Plus
- Abercrombie & Fitch Gingham Plaid Shorts Boys Size 14 Blue White Bermuda PreppyOpens in a new window or tabPre-Owned$24.99or Best OfferFree deliveryLocated in United StatesFree returns
- J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8Opens in a new window or tabPre-Owned$15.99Was: $22.8530% offor Best Offer+$9.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boy's Size 14 White Cap Stretch 9.5” Breaker ShortsOpens in a new window or tabBrand New$27.99or Best Offer+$10.60 deliveryLocated in United StatesFree returns
- Gap Kid Boy Pull On Elastic Waistband Front Back Pockets Soft Twill Navy Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- 2 Pair Cat&Jack Flat Front Shorts Boys 14 Husky Black School Uniform AdjustableOpens in a new window or tabBrand New$7.19Was: $11.9940% offBuy It Now+$4.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- J.Crew Crewcuts Sz 8 Slim Seersucker Adj Waist Shorts Blue White 5 Pocket EUCOpens in a new window or tabPre-Owned$15.99Buy It Now+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- David Brooks Shorts Boys 8 Whales Bermuda Straight Cotton Sailing Preppy DockOpens in a new window or tabPre-Owned$13.50Was: $18.0025% offor Best Offer+$6.02 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Boys 14 Beige Pockets Buckle Casual Loose Baggy*Opens in a new window or tabPre-Owned$9.00Was: $17.9950% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Childrens Place Boys Plaid Preppy Patchwork Madras Adjust Waist Shorts Sz 8Opens in a new window or tabPre-Owned$13.98or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Shorts 14 Bermuda Chino Khaki Tan Pony Logo Flat FrontOpens in a new window or tabPre-Owned$9.80Was: $14.0030% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- GAP KIDS SHORTS BOYS SIZE 14 ADJUSTABLE WAISTBAND PLAID PREPPY 2010 BERMUDAOpens in a new window or tabPre-Owned$13.29Was: $18.9930% offor Best Offer+$7.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Shorts Chino 14 Cotton Mint Green Bermuda Flat FrontOpens in a new window or tabPre-Owned$17.98or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
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- The Children's Place Boys Shorts Multicolor Patches 8 CottonOpens in a new window or tabPre-Owned$12.99or Best Offer+$8.75 deliveryLocated in United StatesFree returnsTop Rated Plus
- Boys 8 Ruff Hewn Khaki Shorts Tan Casual Youth Euc Adjustable Waist ChinosOpens in a new window or tabPre-Owned$5.70or Best Offer+$8.75 deliveryLocated in United StatesFree returnsExtra 8% off with couponTop Rated Plus
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- Izod Shorts Boys 14 Blue Red Plaid Flat Front Zip Pockets Summer Classic PreppyOpens in a new window or tabPre-Owned$22.99or Best Offer+$5.95 deliveryLocated in United StatesFree returns
- Vineyard Vines Boys Aqua Blue Stretch Chino Shorts Size 14 Adjustable Waist EUCOpens in a new window or tabPre-Owned$10.00Buy It Now+$7.50 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryLocated in United StatesFree returns
- Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform ChinoOpens in a new window or tabPre-Owned$17.13Was: $22.8425% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
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- VINEYARD VINES Boys Shorts Khakis Chinos Tan SIZE 14 Cotton Blend AdjustableOpens in a new window or tabPre-Owned$17.88or Best Offer+$8.00 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Shorts Boys 14 25 Red White Blue Plaid 9" Inseam Chino IndiaOpens in a new window or tabPre-Owned$10.41Was: $14.8730% offor Best Offer+$9.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
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