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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 couponSponsoredTop Rated Plus
- Vineyard Vines Performance Shorts Boys 14 Beige Chino Adjustable Waist Preppy A1Opens in a new window or tabPre-Owned$17.95or Best Offer+$5.95 deliveryLocated in United StatesFree returnsExtra 20% off with couponSponsoredTop Rated Plus
- 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 returnsSponsored
- Polo Ralph Lauren Boy's Blue Madras Patchwork Classic Fit Shorts Size 14Opens in a new window or tabPre-Owned$19.97or Best Offer+$6.45 deliveryLocated in United StatesFree returnsSponsoredTop Rated Plus
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-4 daysLocated in United StatesFree returnsSave up to 30% when you buy moreTop Rated Plus
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pocketsOpens in a new window or tabPre-Owned$5.99or Best Offer+$4.52 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Chubbies Orange The Mericas Flag Shorts Boys Elastic Waist Casual Size LargeOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery in 2-4 daysLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
Picked For You
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- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tab$29.49coachjustyou (2,249) 100%5+ watchers
- Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform ChinoOpens in a new window or tab$15.99connectedthreads (2,078) 99.8%
- Nike Athletic Sportswear 2 Tone Light Blue Neon Yellow Logo Youth Size L 27-28Opens in a new window or tabPre-Owned$12.50or Best Offer+$6.40 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+$7.35 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Large Gray Drawstring Casual Athletic EmbroideredOpens in a new window or tabPre-Owned$14.97or Best Offer+$6.95 delivery in 2-4 daysLocated 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
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 deliveryLocated in United StatesFree returnsSponsored
- 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 returnsSponsoredTop Rated Plus
- 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 returnsSponsored
- Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 EmbroideredOpens in a new window or tabPre-Owned$37.50or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered LogoOpens in a new window or tabPre-Owned$19.95Buy It Now+$9.45 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" InseamOpens in a new window or tabPre-Owned$9.69or Best Offer+$7.02 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$7.00or Best Offer+$4.98 deliveryLocated in United StatesFree returnsTop Rated Plus
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Based on number of views and purchases | Sponsored- JordanPre-Owned$21.97+$5.97 delivery
- GapPre-Owned$12.99+$6.95 deliveryExtra 10% off with coupon
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- NikePre-Owned$11.54+$5.95 delivery
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- adidasPre-Owned$5.99+$4.52 delivery
- adidasPre-Owned$14.99+$6.25 deliveryExtra 20% off with coupon
- 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
- J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8Opens in a new window or tabPre-Owned$12.33Was: $16.4425% offor Best Offer+$5.94 deliveryLocated in United StatesFree returnsTop Rated Plus
- Under Armour Shorts Boys L Gray Lightweight Cargo Youth Golf PerformanceOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.71 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines shorts Boys Large 16 pull on golf drawstring stretch camouflageOpens in a new window or tabPre-Owned$22.95or Best Offer+$6.35 deliveryLocated in United StatesFree returns
- VINTAGE Bloomingdale’s The Next Generation Shorts Youth Large 16-18 Blue 80sOpens in a new window or tabBrand New$20.52Was: $22.8010% offor Best Offer+$6.55 deliveryLocated in United StatesFree returns
- Vineyard Vines Performance Boys Blue Shorts Size 14 Golf PreppyOpens in a new window or tabPre-Owned$17.95Buy It Now+$7.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop 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
- Jordan Shorts Boy Large Gray 10" Jumpman Basketball Athletic Sport School SummerOpens in a new window or tabPre-Owned$21.97or Best Offer+$5.97 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 couponSponsoredTop Rated Plus
- Polo Ralph Lauren Rugby Shirt Colorblock Striped Pullover Polo L- 16/18 Boys **Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.84 deliveryLocated in United StatesFree returnsSponsoredTop Rated Plus
- NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14Opens in a new window or tabBrand New$39.99or Best Offer+$7.35 deliveryLocated in United StatesFree returnsSponsored
- Childrens Place Blue Brown Shorts Boys 8 School Uniform Adjustable Waist lot 4Opens in a new window or tabPre-Owned$23.77or Best Offer+$9.86 deliveryLocated in United StatesFree returnsSponsoredTop 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
- Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)Opens in a new window or tabPre-Owned$11.49or Best Offer+$6.55 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8Opens in a new window or tabPre-Owned$22.85or Best Offer+$7.25 deliveryLocated in United StatesFree returnsTop Rated Plus
- New! Under Armour Shorts Boys 14 Blue Chino Loose Fit ActivewearOpens in a new window or tabBrand New$16.01Was: $22.8730% offor Best Offer+$6.49 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- 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
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$11.99Was: $14.9920% offor Best Offer+$5.00 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 couponSponsoredTop Rated Plus
- David Brooks Shorts Boys 8 Whales Bermuda Straight Cotton Sailing Preppy DockOpens in a new window or tabPre-Owned$18.00or Best Offer+$5.80 deliveryLocated in United StatesFree returnsSponsoredTop Rated Plus
- Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring PonyOpens in a new window or tabPre-Owned$20.97Was: $29.9530% offBuy It Now+$5.80 deliveryLocated in United StatesFree returnsTop Rated Plus
- Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWTOpens in a new window or tabBrand New$19.95or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Swiss Cross Boys Size 8 Plaid Belted Preppy Pockets Shorts New With TagsOpens in a new window or tabBrand New$12.00Was: $20.0040% offor Best Offer+$5.99 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 returnsTop Rated Plus
- Patagonia Kids Baggies Shorts 7" Lined Coho Coral Orange Size L 12 NewOpens in a new window or tabBrand New$20.69Was: $22.9910% offor Best Offer+$5.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- LEE Youth Fleece Shorts Boy's Pockets Drawstring Size L (14-16) Navy BlueOpens in a new window or tabPre-Owned$7.99or Best Offer+$4.84 deliveryLocated in United StatesFree returnsTop Rated Plus
- SHAUN WHITE Boys Youth Size Large 12 Black 100% Cotton Cargo Bermuda ShortsOpens in a new window or tabPre-Owned$8.49Was: $9.9915% offor Best Offer+$5.85 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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+$5.62 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+$5.62 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- VINTAGE Ralph Lauren Polo Shorts Men 14 White Cargo Chino Flap Pockets NWT *Opens in a new window or tabNew (Other)$12.40Was: $16.9927% offor Best Offer+$5.90 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop 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
- NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy BlueOpens in a new window or tabBrand New$20.00or Best Offer+$7.35 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
- Adidas Aeroready Running Shorts Youth Large Blue & White Lightweight JoggingOpens in a new window or tabPre-Owned$14.99Buy It Now+$6.25 deliveryLocated in United StatesFree returnsExtra 20% off with coupon
- Ecko Unltd Kids Jean Shorts & Tee Size 12M Blue Denim Casual Summer Boys NWTOpens in a new window or tabBrand New$23.40Was: $26.0010% offor Best Offer+$10.00 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 Boy Youth 8 Chino Cargo Preppy Baggy Loose Khaki BeigeOpens in a new window or tabPre-Owned$14.97Buy It Now+$6.99 deliveryLocated in United StatesFree returnsTop 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
- 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 Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14Opens in a new window or tabBrand New$30.79or Best Offer+$5.99 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 returnsTop Rated Plus
- 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
- 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
- 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
- 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
- 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
- Boy Scouts of America Cargo Shorts Boys Youth Large Green Olive BSA Nylon 9"Opens in a new window or tabPre-Owned$22.00or Best Offer+$4.99 deliveryLocated in United StatesFree returnsTop 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
- Boys Size 8 Navy Blue Cat & Jack School Uniform Shorts Adjustable WaistbandOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.84 deliveryLocated in United StatesFree returns
- Vineyard Vines Boy's Size 14 White Cap Stretch 9.5” Breaker ShortsOpens in a new window or tabBrand New$27.99or Best Offer+$7.35 deliveryLocated in United StatesFree returns
- 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 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- 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
- Tommy Hilfiger Shorts Boys Size 14 Olive Green Stretch Preppy ClassicOpens in a new window or tabNew (Other)$14.98or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vintage Y2K Mecca Shorts Boys 14 Raw Blue Jean Denim Stretch Fit Moto StreetwearOpens in a new window or tabPre-Owned$19.99Was: $24.9920% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponSponsoredTop Rated Plus
- 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 couponSponsoredTop Rated Plus
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