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- Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 5Opens in a new window or tabPre-Owned$14.29or Best Offer+$5.02 deliveryLocated in United States
- 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+$6.02 deliveryLocated in United States
- Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEWOpens in a new window or tabBrand New$20.00or Best Offer+$5.78 deliveryLocated in United StatesExtra 20% off with coupon
- 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+$5.02 deliveryLocated in United States
- Polo Ralph Lauren Boys Chino Shorts Blue 8 Adjustable WaistOpens in a new window or tabPre-Owned$14.99Buy It Now+$5.02 deliveryLocated in United States
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$5.89or Best Offer+$2.89 deliveryLocated in United States
- JANIE AND JACK Plaid Shorts Boys Size 8 Adjustable Waist Blue Pink Navy WITH TAGOpens in a new window or tabBrand New$19.99or Best Offer+$8.75 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United StatesFree returns
- 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 deliveryLocated in United States
- Vineyard Vines Shorts Boys Island Paradice green blue 5Opens in a new window or tabPre-Owned$10.00Buy It Now+$5.02 deliveryLocated in United States
- 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 deliveryLocated in United States
- 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 deliveryLocated in United States
- Tucker+Tate boys cotton shorts, navy blue Size 8 Playtime School Vacation PreppyOpens in a new window or tabPre-Owned$14.99or Best OfferFree deliveryLocated in United States$10 off $50+ with coupon
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$8.75 deliveryLocated in United States
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.51Was: $4.755% offor Best Offer+$8.30 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.97Buy It Now+$6.02 deliveryLocated in United States
- Boys Size 8 * J Crew Crewcuts* Lot Of 4 Items Polos And Shorts* Blue NauticalOpens in a new window or tabPre-Owned$24.99Buy It Now+$8.71 deliveryLocated in United States
- 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 in 2-4 daysLocated in United States
- Children's Place Size 8 Burnt Orange/Red Boys Chino Shorts Stylish Preppy SummerOpens in a new window or tabPre-Owned$9.99or Best Offer+$5.02 deliveryLocated in United States
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 deliveryLocated in United States
- NWT Gap Kids Navy Blue Cargo Shorts Adjustable Tab Waist Size 8Opens in a new window or tabBrand New$15.99or Best Offer+$8.75 deliveryLocated in United States
- 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+$15.70 deliveryLocated in United States
- 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+$15.70 deliveryLocated in United States
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch ShortsOpens in a new window or tabBrand New$12.00or Best Offer+$7.60 deliveryLocated in United States
- Kelly’s Kids Boys 7-8 Madras Patchwork Preppy Nantucket Shorts Elastic waistOpens in a new window or tabPre-Owned$14.00Buy It Now+$4.00 deliveryLocated in United States
- Children's Place Blue White Stripe Palm Tree Boys Chino Shorts Size 8 PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.02 deliveryLocated in United States
- Hanna Andersson Baggies Striped Terry Shorts Size 110 5 Green White 100% CottonOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.02 deliveryLocated in United States
- Janie and Jack Boys Size 5 / Plaid Shorts / CobaltOpens in a new window or tabPre-Owned$9.00or Best Offer+$4.99 deliveryLocated in United States
- 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+$8.75 deliveryLocated in United States
- Baby Gap Boys 5 Years Chambray Blue Pink & White Striped Preppy ShortsOpens in a new window or tabPre-Owned$1.99Buy It Now+$8.75 deliveryLocated in United States
- 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 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$25.04 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$18.00or Best Offer+$28.49 deliveryLocated in United States
