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- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
- 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 returns
- The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton BoutiqueOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$6.99 delivery
- JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5Opens in a new window or tabPre-Owned$16.95or Best Offer+$6.55 delivery
- James & Lottie Play Preppy Conrad Shorts - Let's Go Fishing Size 5Opens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 delivery
- Vineyard Vines Boy’s Size 7 Beige Whale Adjustable WaistOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.99 delivery in 2-4 days
- EUC Polo Ralph Lauren Boys Preppy Madras Plaid Shorts Size 5 Adjustable WaistOpens in a new window or tabPre-Owned$13.80Buy It Now+$5.99 delivery
- Gap Kids Cargo Shorts Boys Size 5 Regular Tan Lightweight Elastic Waist PocketsOpens in a new window or tabNew (Other)$9.99Buy It NowFree delivery
- 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 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
- Polo Ralph Lauren Chino Shorts Boys Sz 5 NavyOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.99 delivery
- NWT Polo Ralph Lauren Little Boys Navy Blue Big Logo Drawstring Sweatshorts 5Opens in a new window or tabBrand New$28.00Buy It Now+$4.99 delivery
- Polo Ralph Lauren Prepster Patchwork Madras Shorts Little Boys Size 5 Preppy NWTOpens in a new window or tabBrand New$25.00or Best Offer+$5.00 delivery
- Lucky Brand Shorts Youth Extra Small Camo Cargo Preppy Boys Kids Cotton LogoOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.95 deliveryFree returns
- 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 delivery
- The Childrens Place Boys Size 5 Chino Shorts Beige Flax School UniformOpens in a new window or tabBrand New$9.00or Best Offer+$6.40 delivery
- 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
- GYMBOREE Boys Sz 5 Preppy Patchwork Plaid Shorts Dogs Adjust Waist 7" InseamOpens in a new window or tabPre-Owned$7.99Buy It Now+$5.90 delivery in 2-4 days
- 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
- NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2TOpens in a new window or tabBrand New$28.00or Best Offer+$6.99 delivery
- Gap Kids Cargo Shorts Boys Size 5 Tan Lightweight Elastic Waist PocketsOpens in a new window or tabPre-Owned$9.88or Best Offer+$5.40 delivery in 2-4 daysFree returnsExtra 10% off with couponTop Rated Plus
- Boys CRAZY 8 by Gymboree navy blue dress shorts 5 NWT uniform school bottomsOpens in a new window or tabBrand New$8.95Buy It Now+$5.95 delivery
- 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 delivery in 2-4 days
- 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 delivery
- Children's Place Boys Shorts navy blue (size 7) adjust. waistOpens in a new window or tabPre-Owned$4.99or Best Offer+$4.99 delivery
- Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEWOpens in a new window or tabBrand New$20.00or Best Offer+$7.31 delivery
- 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 delivery in 2-4 daysFree returnsExtra 5% off with couponTop Rated Plus
- Gap Boys Cargo Shorts Navy Adjustable Waist Size 5Opens in a new window or tabPre-Owned$7.99or Best Offer+$7.35 delivery
- 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 delivery
- 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 delivery
- Boys Kids Cherokee Blue Plaid Classy Adj Waist Cargo Shorts 100% Cotton Sz 5Opens in a new window or tabPre-Owned$6.00or Best Offer+$5.85 delivery
- The Childrens Place Shorts Uniform Black Bundle Stretch Chino Size 5Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.21 delivery
- Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform schoolOpens in a new window or tabBrand New$8.95Buy It Now+$5.95 delivery
- Crazy 8 Orange & Navy Plaid Shorts- Size 5 Adjustable WaistOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.71 delivery
- Vineyard Vines By Shep & Ian Pinstripe Shorts Boys Size 7Opens in a new window or tabPre-Owned$28.00or Best Offer+$6.00 delivery
- 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 returnsTop Rated Plus
- Crewcuts Green Embroidered Navy Scorpians Shorts Size 5 Boys Adjustable waistOpens in a new window or tabPre-Owned$13.20Was: $15.0012% offor Best Offer+$4.75 delivery
- 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
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.75or Best Offer+$6.40 delivery
- CS) Cat & Jack Flexible Drawstring Boys Shorts Gray Size XS Extra Small 4/5 NWTOpens in a new window or tabBrand New$4.55Was: $7.0035% offBuy It Now+$4.71 deliveryFree returnsLast one
- Gymboree Toddler Boys Size 5 Multicolor Striped Chino Shorts Casual PreppyOpens in a new window or tabPre-Owned$13.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo by Ralph Lauren Multicolor Red Yellow Navy Madras Plaid Shorts Boys Size 5Opens in a new window or tabPre-Owned$24.99Buy It Now+$9.00 deliveryBenefits charity
- Gap Kids Boys Khaki Shark Print Shorts Size 7 PreppyOpens in a new window or tabPre-Owned$14.99Buy It NowFree delivery
- Vineyard Vines Boys Size 5 Pink Flat Front Deck Shorts 100% CottonOpens in a new window or tabPre-Owned$19.97or Best Offer+$7.95 delivery
- Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White Stripe Adj waistOpens in a new window or tabPre-Owned$16.68Was: $18.9512% offor Best Offer+$5.25 delivery
- 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 delivery in 2-4 days
- New US Polo Assoc. Boys Shorts Green Plaid 7Opens in a new window or tabBrand New$18.25or Best Offer+$6.40 delivery
- 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 delivery
- 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 delivery
- 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 delivery
- 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 delivery
