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- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returnsSponsored
- Polo Ralph Lauren Shorts Boys Size 20 Beige Khaki Chino Casual Preppy YouthOpens in a new window or tabPre-Owned$14.66Was: $20.9530% offBuy It Now+$7.00 deliverySponsored
- Polo Ralph Lauren Boys Shorts Size 20Opens in a new window or tabPre-Owned$9.00or Best Offer+$6.36 deliverySponsored
- Polo Ralph Lauren Shorts Boys 7 Colorful Chino Preppy Youth School PlaidOpens in a new window or tabPre-Owned$14.75or Best Offer+$6.40 deliveryFree returnsSponsored
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$6.44or Best Offer+$5.99 deliveryFree returnsSponsoredTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki PreppyOpens in a new window or tabPre-Owned$21.89or Best Offer+$9.25 deliverySponsored
- Vineyard Vines Boys Size 7 Performance Shorts Navy Side Stripe Logo AthleticOpens in a new window or tabPre-Owned$13.99Buy It Now+$5.29 deliverySponsored
- AFTCO Boy fish Shorts Youth XL Coral Pink Flat Nylon 6” Inseam EUC Preppy NiceOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.00 deliverySponsored
- Polo Ralph Lauren Boys Striped Drawstring Shorts Size XL 18-20 Cotton PreppyOpens in a new window or tabPre-Owned$18.90Was: $21.0010% offor Best Offer+$5.95 deliveryFree returnsSponsored
- Vineyard Vines Boy’s Size 7 Beige Whale Adjustable WaistOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.99 deliverySponsored
- Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White Stripe Adj waistOpens in a new window or tabPre-Owned$18.95or Best Offer+$5.25 deliverySponsored
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 deliverySponsored
- Ralph Lauren Polo Shorts Boys Extra Large Size 16 Brown Chino Preppy Boys KidsOpens in a new window or tabPre-Owned$16.88or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponSponsoredTop Rated Plus
- Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual PreppyOpens in a new window or tabPre-Owned$9.06Was: $12.9430% offor Best Offer+$6.29 deliveryFree returnsExtra 25% off with couponSponsoredTop Rated Plus
- 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 returnsSponsored
- 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 deliverySponsored
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$25.29Was: $28.7412% offor Best Offer+$9.45 deliverySponsored
- Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable WaistOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.99 deliverySponsored
- NEW Janie and Jack Soft Taupe Camo Stretch Twill Chino Shorts Boys 7 NWTOpens in a new window or tabBrand New$11.99Buy It Now+$5.00 deliverySponsored
- Polo Ralph Lauren Chino Shorts Boys 20 BlueOpens in a new window or tabPre-Owned$9.00or Best Offer+$5.95 deliveryFree returnsSponsoredTop Rated Plus
- Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam PreppyOpens in a new window or tabPre-Owned$15.77or Best Offer+$7.35 deliveryFree returnsSponsoredTop Rated Plus
- Lot 6 Pair VTG Columbia Outdoor Khaki Cotton Canvas Shorts Youth Boys 14 - 16 XLOpens in a new window or tabPre-Owned$36.99Buy It Now+$12.00 deliverySponsored
- Children's Place Boys Shorts navy blue (size 7) adjust. waistOpens in a new window or tabPre-Owned$4.99or Best Offer+$4.99 deliverySponsored
- ADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform SportyOpens in a new window or tabBrand New$20.00or Best Offer+$5.49 deliveryExtra 15% off with couponSponsored
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$15.00or Best Offer+$7.35 deliverySponsored
- Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Unisex Palm TreesOpens in a new window or tabBrand New$24.70Was: $29.0615% offor Best Offer+$8.85 deliverySponsored
- Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponSponsoredTop 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 deliverySponsored
- Gap Kids boys MADRAS PLAID SHORTS blue green retro hipster cargo pants preppy 7Opens in a new window or tabPre-Owned$24.99or Best Offer+$4.00 deliverySponsored
- Brooks Brothers Blue Aqua Miami Dolphins Boys Chino Shorts Size 18 Golf EUCOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsSponsoredTop Rated Plus
- Tea Collection boys plaid dress shorts 7 blue pink whiteOpens in a new window or tabPre-Owned$14.76Was: $18.0018% offor Best Offer+$4.99 deliverySponsored
- 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 returnsSponsoredTop 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 deliverySponsored
- GAP Kids Boy's 7 Regular Plaid Check Patchwork Shorts Adjustable Waist PreppyOpens in a new window or tabPre-Owned$8.50or Best Offer+$6.00 deliveryFree returnsSponsoredTop Rated Plus
- Vineyard Vines By Shep & Ian Pinstripe Shorts Boys Size 7Opens in a new window or tabPre-Owned$28.00or Best Offer+$6.00 deliverySponsored
- Gap Kids Boys Khaki Shark Print Shorts Size 7 PreppyOpens in a new window or tabPre-Owned$14.99Buy It NowFree deliverySponsored
- Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable WaistOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 deliverySponsored
- Vintage Slazenger Blue Preppy Casual Unisex Golf Plaid Bermuda Shorts / XL BoysOpens in a new window or tabPre-Owned$17.50Was: $25.0030% offor Best Offer+$6.95 deliverySponsored
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$15.00Buy It NowFree deliverySponsored
- New US Polo Assoc. Boys Shorts Green Plaid 7Opens in a new window or tabBrand New$18.25or Best Offer+$6.40 deliverySponsored
- Boys Kids Cherokee Blue Plaid Classy Preppy Cargo Shorts Size 7 100% CottonOpens in a new window or tabPre-Owned$7.99or Best Offer+$8.24 deliverySponsored
- Boys Kids Carter's Gray Plaid Classy Preppy Shorts Size 7 100% CottonOpens in a new window or tabPre-Owned$7.99or Best Offer+$8.24 deliverySponsored
- Boys Kids Children's Place Blue Plaid Classy Preppy Shorts Size 7 100% CottonOpens in a new window or tabPre-Owned$7.99or Best Offer+$8.24 deliverySponsored
- NWT New Boys Kids Levi's Beige Chino Cargo Relaxed Fit w Belt Shorts Size 7 7XOpens in a new window or tabBrand New$14.99or Best Offer+$8.24 deliverySponsored
