61 results
- Brooks Brothers 346 Boys Youth 12 Red Shorts Lighthouse Embroidery Preppy ChinoOpens in a new window or tabPre-Owned$13.67Was: $18.2325% offor Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring PreppyOpens in a new window or tabPre-Owned$18.00or Best Offer+$7.25 deliveryFree returnsTop Rated Plus
- Vineyard Vines 12 Boys Seersucker Ocean Breeze Shorts NewOpens in a new window or tabBrand New$19.99Buy It Now+$8.00 delivery
- Vineyard Vines Shorts Boys Size 12 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Abercrombie Kids Shorts Boys Size 12 Blue White Preppy CottonOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.49 delivery
- Vineyard Vines Boys Chino Shorts Khaki Cotton Twill Sz 12Opens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$4.84 delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Size L10/12Opens in a new window or tabBrand New$12.88or Best OfferFree delivery
- Vineyard Vines Boys Kids 12 Light Blue Uniform Dress Shep Ian Chino Flat FrontOpens in a new window or tabPre-Owned$7.95Buy It Now+$5.95 delivery
- Gymboree boys 8 madras preppy plaid Bermuda shorts blue yellow summer brightOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.35 delivery
- J. Crew Crewcuts Pullon Shorts Boys 12 Heathered Blue Casual Beach Summer CoastOpens in a new window or tabPre-Owned$13.59Was: $16.9920% offor Best Offer+$5.99 deliveryFree returns
- Janie and Jack Boys Size 12 / Striped Oxford Shorts, Adj waist, White, Navy, RedOpens in a new window or tabPre-Owned$12.95or Best Offer+$4.99 delivery
- Gap Kids Boys Pull On Elastic Waistband Front, Back Pockets Stretch Size L 10/12Opens in a new window or tabBrand New$13.50or Best OfferFree delivery
- POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 12 Navy Blue NEW Chino UniformOpens in a new window or tabNew (Other)$20.00or Best Offer+$5.95 deliveryExtra 15% off with coupon
- Vineyard Vines Patchwork Shorts Boys Size 12 Adjustable Waist Nautical SpringOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.95 delivery
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 delivery
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$8.99Was: $9.9910% offor Best Offer+$6.99 deliveryFree returns
- 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 delivery
- Children’s Place Shorts Boys Size 8 Plaid Red Blue White School Academia PreppyOpens in a new window or tabPre-Owned$4.97or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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 delivery
- Vineyard Vines Kids Khaki Shorts Size 12 AdjustableOpens in a new window or tabPre-Owned$13.49Was: $14.9910% offor Best Offer+$6.95 delivery
- Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$5.49 delivery
- 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 delivery
- 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 delivery
- Vineyard Vines Boys Classic Fit Club Chino Shorts Sz 12 Tan Khaki 9” Inseam EUCOpens in a new window or tabPre-Owned$17.99or Best OfferFree delivery
- 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 delivery
- Polo Ralph Lauren Chino Shorts Boys 20 BlueOpens in a new window or tabPre-Owned$9.00or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Crewcuts Boys Sz 12 Stanton Shorts Stripe Blue White Shorts Preppy AK21Opens in a new window or tabPre-Owned$18.00Buy It Now+$6.55 delivery
- Coogi Boys Shorts Big Boy Size 12 Light Wash 11.5" Inseam 100% Cotton Hip HopOpens in a new window or tabPre-Owned$16.20Was: $20.2520% offor Best Offer+$8.49 deliveryFree returns
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offBuy It Now+$4.84 delivery
- Abercrombie & Fitch a92 Boys Beige Cargo Shorts Pockets Preppy Vintage Size 12Opens in a new window or tabPre-Owned$22.00Buy It Now+$8.99 delivery
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tabBrand New$34.49Buy It NowFree deliveryFree returnsTop Rated Plus
- 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 delivery
- Polo Ralph Lauren Pink Preppy Oxford Bermuda Shorts Young Men's 20 30 WaistOpens in a new window or tabBrand New$50.60Buy It Now+$7.35 delivery
- Abercrombie Kids Y2K Cargo Shorts Boys Size 12Opens in a new window or tabPre-Owned$6.990 bids · Time left3d 21h$9.99Buy It Now+$8.99 delivery
- U.S. Polo Assn. Boys Jean Shorts Size 12 Light Brown Casual Pockets DenimOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.80 delivery
- Class Club Boy's Size 12 Navy Blue Modern Fit Adjustable Waist ShortsOpens in a new window or tabPre-Owned$9.88or Best Offer+$6.99 delivery
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$19.99or Best OfferFree delivery
- Polo Ralph Lauren Boys Size 12 Plaid ShortsOpens in a new window or tabPre-Owned$7.99or Best Offer+$5.10 deliveryFree returns
- 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 deliveryFree returns2+ watchersTop Rated Plus
- Polo Ralph Lauren Boys White Blue Embroidered Preppie Chino Shorts Size 8 NWTOpens in a new window or tabBrand New$38.25Was: $45.0015% offBuy It Now+$4.84 deliveryFree returns
- VINEYARD VINES Boy’s Shorts Twill Coral Sz 12 Chino Casual Button Front PreppyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.99 delivery
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$17.00or Best Offer+$7.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Tommy Hilfiger Boys Size 20 Husky Navy Blue Shorts Uniform PreppyOpens in a new window or tabPre-Owned$13.00Buy It Now+$5.00 delivery
- Polo Ralph Lauren Boys Shorts Sz 12 Madras Patchwork Plaid PreppyOpens in a new window or tabPre-Owned$16.99Buy It Now+$4.84 delivery
- Preppy Zara boys khaki basic tan shorts for school sz 9/10Opens in a new window or tabPre-Owned$10.00or Best Offer+$14.25 delivery
- Children's Place Burnt Orange/Red Boys Chino Shorts Size 8 Stylish PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.84 delivery
- 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 delivery
- Abercrombie Chino Shorts Bundle Kids 12 Bright Blue White StripedOpens in a new window or tabPre-Owned$18.00or Best Offer+$8.95 delivery
- 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 deliveryFree returns
- NWT BELLA BLISS Boys Sz 8 Blue Wide Oxford Striped Play Shorts PreppyOpens in a new window or tabBrand New$15.99or Best Offer+$6.00 delivery
- 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 deliveryFree returns
- Polo Ralph Lauren Chino Shorts Youth Boys Size 20 Fits 30x11 Beige Preppy CasualOpens in a new window or tabPre-Owned$23.64Was: $24.885% offor Best Offer+$5.95 deliveryFree returnsExtra 12% off with couponTop Rated Plus
- IcePeak Hiking Shorts 152 11 12 Navy Blue Active Athletic 921Opens in a new window or tabPre-Owned$19.95Buy It Now+$4.50 delivery
- 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 delivery
- Land's End Boy's Short Bermuda Flat Front Red Pink Salmon Summer Preppy Size 20Opens in a new window or tabPre-Owned$15.44Was: $16.255% offor Best Offer+$5.80 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$20.00or Best Offer+$9.45 delivery
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 delivery
- 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 delivery
- OshKosh B’gosh Shorts Boys Size 12 Blue Chino Preppy Adjustable Waist NEWOpens in a new window or tabBrand New$12.99Buy It Now+$6.55 delivery
- Under Armour Boys Sz 12 Flat Front Golf Shorts Triangle Pattern Loose Fit TealOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Size L10/12Opens in a new window or tabBrand New$13.28or Best OfferFree delivery
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