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- 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+$5.62 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- 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 StatesExtra 15% off with coupon
- 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
- NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandexOpens in a new window or tabNew (Other)$12.95Buy It Now+$6.95 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsSave up to 30% when you buy moreTop Rated Plus
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$8.88or Best Offer+$2.89 deliveryLocated in United States
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$13.49Was: $14.9910% offor Best Offer+$5.80 deliveryLocated in United States
- Carters Kids Size 4 Chino Short Blue Adjustable Waist Casual Stretch PreppyOpens in a new window or tabBrand New$7.66Was: $10.9430% offor Best Offer+$5.62 deliveryLocated in United States
- NEW Boys La Jenns 4T Brown Gingham Shorts PreppyOpens in a new window or tabBrand New$12.00or Best Offer+$4.50 deliveryLocated in United States
- 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+$7.35 deliveryLocated in United States
- Polo Ralph Lauren Boys Sz 8 Seersucker Shorts Blue White Adj WaistOpens in a new window or tabPre-Owned$15.00Buy It Now+$6.25 deliveryLocated in United States
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offBuy It Now+$4.84 deliveryLocated in United States
- Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist ShortsOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.60 deliveryLocated in United StatesFree returnsTop Rated Plus
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 deliveryLocated in United States
- Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill XL (14/16) GreenOpens in a new window or tabBrand New$20.09Was: $29.9933% offor Best Offer+$5.80 deliveryLocated in United States
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$16.78Was: $20.9820% offBuy It Now+$5.84 deliveryLocated in United States
- Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 deliveryLocated in United States
- JANIE AND JACK Boys’ Blue Pink Plaid Linen Blend Shorts Size 4 Preppy CountryOpens in a new window or tabPre-Owned$12.99Buy It Now+$4.84 deliveryLocated in United States
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$6.55 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
- 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
- Zara boys checkered shorts with rope tie and pockets. Preppy shorts sz 8 128cmOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 deliveryLocated in United States
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 deliveryLocated in United States
- Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size SmallOpens in a new window or tabBrand New$36.99Buy It Now+$9.99 deliveryLocated in United States
- NWT Gap Kids Navy Blue Cargo Shorts Adjustable Tab Waist Size 8Opens in a new window or tabBrand New$15.99or Best Offer+$6.55 deliveryLocated in United States
- J.Crew Crewcuts BOYS GRAMERCY COTTON DINO SHORT, Size 4, imperial Blue GreenOpens in a new window or tabPre-Owned$15.75Was: $18.9517% offor Best Offer+$6.55 deliveryLocated in United States
- Boys Size 8 * J Crew Crewcuts* Lot Of 4 Items Polos And Shorts* Blue NauticalOpens in a new window or tabPre-Owned$35.00Buy It Now+$8.71 deliveryLocated in United States
- Vintage Red Gap Kids Cargo Shorts size 8 Spring 2004 Line Y2K PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$4.54 deliveryLocated in United States
- GAP Boy's Elastic Waistband Front & Back Pockets Soft Twill Shorts ,NewOpens in a new window or tabBrand New$14.99Buy It Now+$4.44 deliveryLocated in United States
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$9.90Was: $18.0045% offor Best Offer+$9.45 deliveryLocated in United States
- Oshkosh Genuine Kids Plaid Cargo Shorts Boys Size 4T Preppy Casual Summer Y2KOpens in a new window or tabPre-Owned$5.00Buy It Now+$6.40 deliveryLocated in United StatesExtra 15% off with coupon
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offBuy It Now+$7.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- GAP Boy's Elastic Waistband Front & Back Pockets Soft Twill Shorts ,NewOpens in a new window or tabBrand New$13.00or Best Offer+$4.84 deliveryLocated in United States
- Zara Blue Flat Front Shorts Boys Size 8 Linen Blend Preppy Casual Summer CoastalOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 deliveryLocated in United States
- POLO RALPH LAUREN BOY Preppy Pleated Bermuda Chino Summer Shorts 4 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.35 delivery in 2-3 daysLocated in United StatesFree returnsTop Rated Plus
- Children's Place Size 8 Burnt Orange/Red Boys Chino Shorts Stylish Preppy SummerOpens in a new window or tabPre-Owned$9.99or Best Offer+$4.84 deliveryLocated in United States
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 deliveryLocated in United States
- Mini Boden Boy's Techno Shorts Size 4Y Bermudas Brown Blue PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$5.50 deliveryLocated in United States
- Children's Place Blue White Stripe Palm Tree Boys Chino Shorts Size 8 PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.84 deliveryLocated in United States
- Polo Ralph Lauren Boys Straight Fit Stretch Golf Shorts Size 4 NewOpens in a new window or tabBrand New$25.00or Best Offer+$6.55 deliveryLocated in United States
- 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
- Seed heritage 4 boys lobster print casual summer beach shorts cotton preppyOpens in a new window or tabPre-Owned$20.00or Best Offer+$4.99 deliveryLocated in United States
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$4.84 deliveryLocated in United States
- Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintageOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.95 deliveryLocated in United States
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$11.21Was: $13.6718% offor Best Offer+$6.55 deliveryLocated in United States
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch ShortsOpens in a new window or tabBrand New$12.00or Best Offer+$6.20 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$9.45 deliveryLocated in United States
- Crewcuts Boys Blue Seersucker Shorts Size 12 NEW W TAG Preppy Shorts Boys XLOpens in a new window or tabBrand New$36.99or Best Offer+$9.99 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 deliveryLocated in United States
- Lands End Kids S Small 8 Rust Khaki Striped Shorts Dress Preppy Drawstring ChinoOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.55 deliveryLocated in United States
- Cat & Jack Boys Flat Front Shorts Green Size 4Opens in a new window or tabPre-Owned$6.97or Best Offer+$4.84 deliveryLocated in United States
