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- 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
- 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
- Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 7Opens in a new window or tabPre-Owned$15.65or Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring PreppyOpens in a new window or tabPre-Owned$18.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- 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
- 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
- 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 Cargo Shorts Little Boys 8 Green Utility Casual Preppy PocketsOpens in a new window or tabPre-Owned$28.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- Castaway Nantucket Boys Size 8 Hot Dog Hamburger Shorts BarBQ Preppy EmbroideryOpens in a new window or tabPre-Owned$19.99Buy It Now+$5.95 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
- 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
- Polo Ralph Lauren Boys White Blue Embroidered Preppie Chino Shorts Size 8 NWTOpens in a new window or tabBrand New$27.00Was: $45.0040% offBuy It Now+$4.84 deliveryFree returns
- Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable WaistOpens in a new window or tabPre-Owned$13.49Was: $14.9910% offor Best Offer+$4.95 delivery
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.99Buy It Now+$4.84 delivery
- Childrens Place Boys Plaid Shorts Size 7Opens in a new window or tabBrand New$13.95or Best Offer+$4.84 delivery
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 delivery
- NWT BELLA BLISS Boys Sz 8 Blue Wide Oxford Striped Play Shorts PreppyOpens in a new window or tabBrand New$15.99or Best Offer+$6.00 delivery
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 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
- 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
- Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets CottonOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- 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
- 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
- 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
- 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
- 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 returnsTop Rated Plus
- Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.00 deliveryFree returnsTop Rated Plus
- 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
- 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
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$19.99or Best OfferFree 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+$9.45 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
- 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
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$9.45 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
- 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
- Gap Kids Boys Khaki Shark Print Shorts Size 7 PreppyOpens in a new window or tabPre-Owned$10.00Buy It NowFree 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
