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- Polo Ralph Lauren White Navy Embroidered Logo Chino Shorts Little Boy 5 ToddlerOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.71 delivery
- Boys Size 8 * J Crew Crewcuts Shorts * Lot Of 5 Pair * Drawstring WaistOpens in a new window or tabPre-Owned$26.00or Best Offer+$8.40 delivery
- Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo ShortsOpens in a new window or tabPre-Owned$55.00Buy It Now+$6.84 delivery
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.98Buy It Now+$5.84 delivery
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$8.88or Best Offer+$2.89 delivery
- Vineyard Vines Shep & Ian Patchwork Shorts Adjustable Waist Preppy Kids Size 7Opens in a new window or tabPre-Owned$22.00or Best Offer+$6.55 delivery
- Vineyard Vines Boys Size 7 Khaki Shorts Cotton Preppy 5.5" inseam look newOpens in a new window or tabPre-Owned$20.00Buy It Now+$6.00 delivery
- Vineyard Vines Shep & Ian Patchwork Shorts Adjustable Waist Preppy Kids Size 7Opens in a new window or tabPre-Owned$22.00or Best Offer+$6.55 delivery
- POLO RALPH LAUREN Boys Chino Shorts Sz 7 Khaki Tan Preppy School Uniform NWTOpens in a new window or tabBrand New$22.00or Best Offer+$8.00 delivery
- 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
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$11.04Was: $12.9915% offBuy It Now+$4.84 delivery
- Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size SmallOpens in a new window or tabBrand New$36.99Buy It Now+$9.99 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
- NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandexOpens in a new window or tabNew (Other)$12.95Buy It Now+$6.95 delivery
- Childrens Place Boys Plaid Shorts Size 7Opens in a new window or tabBrand New$13.95or Best Offer+$4.84 delivery
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 delivery
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$14.99or Best Offer+$5.80 delivery
- Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton PreppyOpens in a new window or tabPre-Owned$5.00or Best Offer+$6.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Sz 8 Seersucker Shorts Blue White Adj WaistOpens in a new window or tabPre-Owned$15.00Buy It Now+$6.25 delivery
- 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 Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 delivery
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 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
- 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
- Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and NavyOpens in a new window or tabPre-Owned$8.99or Best Offer+$4.99 delivery in 2-4 days
- Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets CottonOpens in a new window or tabPre-Owned$14.00Was: $20.0030% offor Best Offer+$7.65 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
- 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
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$11.70Was: $18.0035% offor Best Offer+$9.45 delivery
- Mini Boden Corduroy Shorts Boys 7Y Youth Orange Bermuda Cut Offs Coastal Beach*Opens in a new window or tabPre-Owned$6.82Was: $17.0660% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- HAWK Gray Checkered Preppy Shorts Youth Boys Size 7Opens in a new window or tabPre-Owned$5.40Was: $6.0010% offor Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable WaistOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$4.95 delivery in 2-4 days
- Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$4.00or Best Offer+$6.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Nautica XLarge 7x Boys Shorts Orange And Blue Dress Summer PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.99 delivery
- Mis Tee V-us Patchwork Plaid Elastic Waist Shorts Boutique Boys 7Opens in a new window or tabPre-Owned$10.00Buy It Now+$4.51 delivery
- NWT Childrens Place Boys Preppy Plaid Shorts Size 7Opens in a new window or tabBrand New$8.69or Best Offer+$4.50 delivery
- Zara Blue Flat Front Shorts Boys Size 8 Linen Blend Preppy Casual Summer CoastalOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 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
- 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
- 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
- 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 Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 delivery
- Tucker+Tate boys cotton shorts, navy blue Size 8 Playtime School Vacation PreppyOpens in a new window or tabPre-Owned$14.99or 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
- 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
- The Childrens Place 4T Bugs Novelty Shorts Orange Pullon Elastic Waistband NEWOpens in a new window or tabBrand New$12.00or Best Offer+$4.35 deliveryExtra 10% off with coupon
- 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
- 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
- Gap Kids Boys Khaki Shark Print Shorts Size 7 PreppyOpens in a new window or tabPre-Owned$10.00Buy It NowFree 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
- 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
- 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
- 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
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$64.03 delivery
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$18.00or Best Offer+$75.21 delivery
