254 results
- Nike Gray Cotton Drawstring Shorts Boys XL Preppy Basketball TrackOpens in a new window or tabPre-Owned$13.95or Best Offer+$6.95 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$5.12Time left4d 8hor Best Offer+$10.00 deliveryLocated in United States
- VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494Opens in a new window or tabPre-Owned$17.46Was: $24.9530% offor Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with coupon
- Polo Ralph Lauren Pants Youth XL Khaki Tan Joggers Stretch TaperedOpens in a new window or tabPre-Owned$15.00Was: $18.7520% offor Best Offer+$7.99 deliveryLocated in United StatesFree returns
- Childrens Place Cargo Shorts Boys size 10 Adjustable waist pull on Lot Of 4Opens in a new window or tabNew (Other)$24.00Was: $30.0020% offor Best Offer+$10.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Nike Golf Dri-Fit Boys XL Long Shorts Red White Plaid Adjustable WaistOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.02 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Orange Striped Preppy CasualOpens in a new window or tabPre-Owned$17.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- New All In Motion Boys Size 10 Golf Shorts Navy Blue Adj Waist UV ProtectionOpens in a new window or tabBrand New$14.00or Best Offer+$4.89 deliveryLocated in United States
- NWT, Tony Hawk, Black, Cargo, Stretch, Flex Shorts-Boys Size 10Opens in a new window or tabBrand New$12.00Time left8d 11hor Best OfferFree deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys Size 10 Navy Blue Classic Chino Cotton CasualOpens in a new window or tabPre-Owned$17.99or Best Offer+$5.95 deliveryLocated in United StatesExtra 20% off with coupon
- Johnnie-O Shorts Boys 10 Green Twill Youth Adjustable Waist Chino Preppy CasualOpens in a new window or tabPre-Owned$13.95or Best Offer+$5.01 deliveryLocated in United StatesFree returnsTop Rated Plus
- New Old Navy boys youth active go dry cool shorts XL 14/16Opens in a new window or tabBrand New$7.99or Best Offer+$6.02 deliveryLocated in United States
- Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2Opens in a new window or tabPre-Owned$15.99or Best Offer+$5.95 deliveryLocated in United States
- VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2KOpens in a new window or tabPre-Owned$17.77or Best Offer+$6.95 deliveryLocated in United States
- Crewcuts Shorts Boys Extra Large Blue Striped Causal Drawstring Everyday BasicOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.99 deliveryLocated in United StatesFree returns20% off 3+ with couponTop Rated Plus
- Seersucker Size 10Opens in a new window or tabNew (Other)$40.00or Best Offer+$5.02 deliveryLocated in United States
- Children’s Place Boys Size 10 Preppy Chino Shorts Lot of 4 – Button Waist, NWTOpens in a new window or tabBrand New$20.00Time left13h 56mor Best Offer+$10.34 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.00 deliveryLocated in United States
- H&M Striped Shorts Size Boys 4 - 5 Year Blue Pants Cotton Beach Preppy NauticalOpens in a new window or tabBrand New$5.94Was: $9.9040% offor Best Offer+$5.02 deliveryLocated in United StatesExtra 10% off with coupon
- Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362Opens in a new window or tabPre-Owned$12.88or Best Offer+$5.00 deliveryLocated in United StatesExtra 15% off with coupon
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Based on number of views and purchases | Sponsored- NikePre-Owned$13.95+$6.95 delivery
- WranglerPre-Owned$17.77+$6.95 delivery
- GapPre-Owned$15.99+$5.95 delivery
- NikePre-Owned$34.99+$6.99 delivery
- HurleyPre-Owned$10.99+$5.00 delivery
- NEW Polo Ralph Lauren Boys Sweat Shorts Blue Size XL (18-20) Logo StretchOpens in a new window or tabBrand New$29.99or Best Offer+$9.75 deliveryLocated in United States
- Castaway Nantucket Boys Navy Shorts Size 10 American Flag Embroidered PreppyOpens in a new window or tabPre-Owned$16.00or Best Offer+$6.97 deliveryLocated in United States
- Vintage EUC OshKosh Boys Plaid Cargo Shorts Sz 4/4T, Drawstring Waist, Blue RedOpens in a new window or tabPre-Owned$7.00or Best Offer+$8.75 deliveryLocated in United States
- Ralph Lauren Shorts Boys 10 Camo Ripstop Cargo Preppy SchoolOpens in a new window or tabPre-Owned$22.99or Best Offer+$6.60 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.00Time left4d 8hor Best Offer+$4.99 deliveryLocated in United States
- BROOKS BROTHERS Madras Plaid Shorts 10 $58 Boys Preppy Patchwork Flat FrontOpens in a new window or tabPre-Owned$13.30Was: $14.005% offor Best Offer+$6.02 deliveryLocated in United States
- Chaps Boy’s Bermuda Shorts 4 Madras Red Blue Plaid Adjustable Waist NewOpens in a new window or tabBrand New$7.00or Best Offer+$7.90 deliveryLocated in United StatesFree returnsTop Rated Plus
- Crewcuts 10 Boys Khaki Uniform Shorts Flat Front Chino Church Preppy Boat SchoolOpens in a new window or tabPre-Owned$15.99or Best OfferFree deliveryLocated in United States
- Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.99 deliveryLocated in United States
- Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable WaistOpens in a new window or tabPre-Owned$11.88or Best Offer+$4.89 deliveryLocated in United StatesFree returnsExtra 26% off with couponTop Rated Plus
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$17.60Was: $22.0020% offor Best Offer+$5.02 deliveryLocated in United States
- Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10Opens in a new window or tabPre-Owned$17.60Was: $22.0020% offor Best Offer+$6.99 deliveryLocated in United StatesExtra 5% off with coupon
- Janie and Jack Yellow & White Striped Seersucker Shorts - Boys' 10Opens in a new window or tabPre-Owned$18.00or Best Offer+$7.36 deliveryLocated in United States
- Polo Ralph Lauren Boys Size 10 Khaki Shorts Polo Crest Green Number 5 PreppyOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.02 deliveryLocated in United States
- Polo Ralph Lauren Jeans 15941 Faded size 10 Women's Girl's youth Kid's -1040Opens in a new window or tabPre-Owned$12.00or Best Offer+$8.81 deliveryLocated in United States
- Gap Kids Boys Chino Shorts Sz XL Blue Denim Lightweight DrawstringOpens in a new window or tabPre-Owned$13.00or Best OfferFree deliveryLocated in United States
- NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTEROpens in a new window or tabBrand New$13.99Was: $19.9930% offor Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
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- Vtg Polo Ralph Lauren Short Boys XL White Multi Offshore Team MEX Mens 29 SmallOpens in a new window or tabPre-Owned$199.99or Best OfferFree deliveryLocated in United States
- Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4Opens in a new window or tabPre-Owned$18.88or Best Offer+$14.45 deliveryLocated in United States
- Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium WashOpens in a new window or tabPre-Owned$12.00or Best Offer+$7.01 deliveryLocated in United States
- Adidas Golf Shorts Boy's XL Black Flat Front Pull On Stretch Junior Youth NWTOpens in a new window or tabBrand New$14.99or Best Offer+$4.45 deliveryLocated in United States
- Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia SummerOpens in a new window or tabPre-Owned$18.88or Best Offer+$7.85 deliveryLocated in United States
- Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts EasterOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.10 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lot Of 3 Boys Uniform Childrens Place Size 4 Shorts Khaki Pockets Elastic WaistOpens in a new window or tabPre-Owned$15.00or Best Offer+$8.71 deliveryLocated in United States
- Polo Ralph Lauren All Over Pony Striped Shorts Boy's 10 Blue White Chino PreppyOpens in a new window or tabPre-Owned$19.95or Best OfferFree deliveryLocated in United States
- Gap Shorts Boys X-Large 14-16 Green Drawstring Front Back Pocket Soft TwillOpens in a new window or tabBrand New$10.97or Best Offer+$5.83 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Youth Sz 18 Blue Cotton Twill Broken In CasualOpens in a new window or tabPre-Owned$13.99or Best Offer+$6.02 deliveryLocated in United States
- J.Crew Crewcuts Stanton Boy's Gray Cotton Floral Shorts Adjustable Waist Size 4Opens in a new window or tabPre-Owned$11.95or Best Offer+$5.02 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys 10 Blue Patchwork School Preppy Casual ElasticOpens in a new window or tabPre-Owned$18.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Mini Boden Shorts Boys Red Drawstring Casual Pockets Size 4Opens in a new window or tabPre-Owned$13.99or Best Offer+$5.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Gap Boys Chino Shorts Mens XL Granite Green Stretch Soft Twill Elastic Waist NWTOpens in a new window or tabBrand New$13.46Was: $17.9525% offor Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$24.00or Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Ralph Lauren Polo Boys Size XL 18-20 Navy Pull On Cargo Shorts Casual Preppy RedOpens in a new window or tabPre-Owned$15.00or Best Offer+$10.60 deliveryLocated in United States
- Ecko Unltd Kids Jean Shorts & Tee Size 10 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
- Nike Shorts Boys XL Gray Camo Drawstring Cargo Adjustable Hip Hop Outdoor YouthOpens in a new window or tabPre-Owned$18.88or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front PreppyOpens in a new window or tabPre-Owned$11.99or Best Offer+$6.99 deliveryLocated in United States
- Janie and Jack Chino Shorts Size 4 Toddler Navy BlueOpens in a new window or tabPre-Owned$0.99Time left2d 14hor Best Offer+$11.99 deliveryLocated in United States
- Vineyard Vines Chino Shorts Boys 10 Lt Blue EUCOpens in a new window or tabPre-Owned$5.00Time left3d 5hor Best Offer+$6.00 deliveryLocated in United States
- NIKE RED-BLACK YOUTH XL SHORTS, Boys athletic, Nike Swoosh, drawstringOpens in a new window or tabPre-Owned$22.25or Best Offer+$4.89 deliveryLocated in United States
- Pili Carrera Boy's Blue Wool Blend Adj Waist Lined Dress Shorts Preppy School 4Opens in a new window or tabPre-Owned$29.99or Best Offer+$5.99 deliveryLocated in United StatesExtra 20% off with coupon
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$8.95or Best Offer+$5.50 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10Opens in a new window or tabPre-Owned$12.00or Best Offer+$8.00 deliveryLocated in United States
- Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy CasualOpens in a new window or tabPre-Owned$16.97Was: $19.9615% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- NEW Classic Prep Boys Blue Sailboat Hudson Shorts Sz 10 Stretch Preppy CoastalOpens in a new window or tabBrand New$35.00or Best Offer+$10.60 deliveryLocated in United States
- J Khaki Lobster Embrodiered shorts Khaki Chino’s Preppy 31wOpens in a new window or tabPre-Owned$25.00or Best Offer+$9.00 deliveryLocated in United States
- Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable WaistOpens in a new window or tabPre-Owned$19.95or Best Offer+$5.02 deliveryLocated in United States
- Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun SummerOpens in a new window or tabPre-Owned$19.54Was: $22.9915% offor Best Offer+$4.69 deliveryLocated in United States
- Boys Gap Shorts Size 10 Slim patch Work Plaid Cotton Casual Preppy NWTOpens in a new window or tabBrand New$12.00or Best Offer+$5.95 deliveryLocated in United States
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12Opens in a new window or tabBrand New$12.59Was: $17.9930% offor Best OfferFree deliveryLocated in United States
- Polo Ralph Lauren Chino Shorts Boys Sz 18 Blue 10" Casual Bermuda Flat Front W4Opens in a new window or tabPre-Owned$12.98or Best Offer+$9.95 deliveryLocated in United States
- Gap Kids Pull On Short Size XL 14/16 Coral Boys DrawstringOpens in a new window or tabBrand New$9.99or Best Offer+$8.75 deliveryLocated in United States
- Lee Boys Casual Cargo Khaki Shorts Size 4T 20"Waist 6"InseamOpens in a new window or tabPre-Owned$1.46Was: $5.8575% offor Best Offer+$5.99 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$6.95 deliveryLocated in United States
- Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27Opens in a new window or tabPre-Owned$34.99or Best Offer+$6.99 deliveryLocated in United States
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