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- Polo Ralph Lauren Boys Fleece Shorts XL 18/20 Colorblock Blue Green YellowOpens in a new window or tabPre-Owned$18.99or Best Offer+$4.84 delivery
- 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 deliveryExtra 15% off with coupon
- Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill XL (14/16) GreenOpens in a new window or tabBrand New$20.99Was: $29.9930% offor Best Offer+$5.80 delivery
- Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty ClassiccoreOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.95 delivery
- 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 deliveryFree returnsSave up to 30% when you buy more
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$13.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green XL L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returnsLast one
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$16.99Was: $19.9915% 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
- 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
- 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 Soft Twill Shorts ,NewOpens in a new window or tabBrand New$14.99Buy It Now+$4.44 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
- Land's End Boy's Short Bermuda Flat Front Red Pink Salmon Summer Preppy Size 20Opens in a new window or tabPre-Owned$16.99Was: $17.885% offor Best Offer+$5.80 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- Polo Ralph Lauren Chino Shorts Youth Boys Size 20 Fits 30x11 Beige Preppy CasualOpens in a new window or tabPre-Owned$21.15Was: $24.8815% offor Best Offer+$5.95 deliveryFree returns15% off with coupon. Max $100 offTop Rated Plus
- Brooks Brothers Shorts Youth 20 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.75 delivery
- Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$6.15 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
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$12.30Was: $13.6710% offor Best Offer+$6.55 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
