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- 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
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$17.59Was: $19.9912% offor Best Offer+$6.84 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
- Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEWOpens in a new window or tabBrand New$20.00or Best Offer+$7.31 delivery
- Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUCOpens in a new window or tabPre-Owned$17.00Buy It Now+$5.00 delivery11 watchers
- Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5TOpens in a new window or tabPre-Owned$53.00Buy It Now+$17.55 delivery
- Wrangler Khakis Cargo Shorts Adjustable Waist Boys 5 And 6 NewOpens in a new window or tabBrand New$16.99Buy It Now+$7.35 delivery
- Youth Boys Ralph Lauren Polo Navy Blue Chino Shorts Size 20 Golf PreppyOpens in a new window or tabPre-Owned$19.95or Best OfferFree 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
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf PonyOpens in a new window or tabBrand New$30.00or Best Offer+$9.31 delivery
- JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue PlaidOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.50 deliveryFree returns
- Baby Gap Boys 5 Years Chambray Blue Pink & White Striped Preppy ShortsOpens in a new window or tabPre-Owned$1.99Buy It Now+$6.55 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 returnsTop Rated Plus
- 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 20% off with couponTop Rated Plus
- Land's End Boy's Short Bermuda Flat Front Red Pink Salmon Summer Preppy Size 20Opens in a new window or tabPre-Owned$17.88or Best Offer+$5.80 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Hanna Andersson Baggies Striped Terry Shorts Size 110 5 Green White 100% CottonOpens in a new window or tabPre-Owned$18.00Was: $20.0010% offor Best Offer+$4.84 delivery
- Timberland GorpCore Casual Preppy Brown Plaid Cargo Shorts Size 20Opens in a new window or tabBrand New$25.00or Best Offer+$7.01 delivery
- Crewcuts Green Embroidered Navy Scorpians Shorts Size 5 Boys Adjustable waistOpens in a new window or tabPre-Owned$13.80Was: $15.008% offor Best Offer+$4.75 delivery
- The Childrens Place 4T Bugs Novelty Shorts Orange Pullon Elastic Waistband NEWOpens in a new window or tabBrand New$12.00Buy It Now+$4.35 delivery
- Tommy Hilfiger Boys Size 20 Husky Navy Blue Shorts Uniform PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$5.00 delivery
- Janie and Jack Boys Size 5 / Plaid Shorts / CobaltOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.99 delivery in 2-4 days
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.28Was: $4.7510% offor Best Offer+$6.40 delivery
