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- Vineyard Vines Performance Shorts Boys Size 18 Beige Tan Outdoors Youth GolfOpens in a new window or tabPre-Owned$24.50or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vintage Y2K Mecca Shorts Boys 14 Raw Blue Jean Denim Stretch Fit Moto StreetwearOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
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- Under Armour Boys Size 18 Gray Casual Preppy Golf ShortsOpens in a new window or tabPre-Owned$14.40Was: $16.0010% offor Best Offer+$4.71 deliveryFree returnsExtra 15% off with coupon
- Vineyard Vines Performance Shorts Youth Boys 14 Khaki Golf Stretch 9”Opens in a new window or tabPre-Owned$13.99or Best Offer+$8.71 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth 20 Beige Khaki Outdoor Fishing PreppyDesigner BoyOpens in a new window or tabPre-Owned$14.86or Best Offer+$6.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
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- Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable WaistOpens in a new window or tabPre-Owned$11.97Was: $14.9620% offor Best Offer+$8.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
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- Polo Ralph Lauren Shorts Boys Sz 14 Pink Chino Preppy Summer Vacation CasualOpens in a new window or tabPre-Owned$11.72or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
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- Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra BermudaOpens in a new window or tabPre-Owned$13.99or Best Offer+$7.00 deliveryFree returnsTop Rated Plus
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- Janie and Jack Boys 14 Adjustable Cotton Bermuda Short Texture Navy Blue PreppyOpens in a new window or tabPre-Owned$18.95or Best Offer+$6.36 deliveryFree returns
- Vineyard Vines Shorts Boys Adjustable Waist Extenders Seersucker Size 18 BlueOpens in a new window or tabPre-Owned$15.00or Best Offer+$7.35 deliveryFree returns
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- Polo Ralph Lauren Shorts Boys 14 25 Red White Blue Plaid 9" Inseam Chino IndiaOpens in a new window or tabPre-Owned$12.64Was: $14.8715% offor Best Offer+$8.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Tucker & Tate Shorts Boys 5 Tan Chino Cargo Pockets Pull On Utility Knit WaistOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable WaistOpens in a new window or tabPre-Owned$9.09Was: $9.999% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets PreppyOpens in a new window or tabPre-Owned$10.26Was: $11.4010% offBuy It Now+$5.90 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over PrintOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
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- Polo Ralph Lauren Shorts Boys 14 Blue Chino Classiccore Preppy Youth KidsOpens in a new window or tabPre-Owned$12.15Was: $15.0019% offor Best Offer+$8.99 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red BlueOpens in a new window or tabBrand New$21.24Was: $24.9915% offor Best Offer+$4.57 deliveryFree returnsTop Rated Plus
- Abercrombie Fitch Boys Classic Chino Shorts Size 13/14 BlueOpens in a new window or tabPre-Owned$11.99or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy Shorts Size 14 Red Blue Madras Plaid Cotton Bermuda PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- UA UNDER AMOUR BOYS Showdown HeatGear Golf Dress Shorts 18 Yrs $39 BarleyOpens in a new window or tabPre-Owned$19.99or Best Offer+$8.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14Opens in a new window or tabPre-Owned$20.00or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Short Boys Size 14 Khaki Cargo School Casual Outdoor PreppyOpens in a new window or tabPre-Owned$13.53or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Shep & Ian Boys Size 14 Khaki Beige Shorts Stretch Comfort HikingOpens in a new window or tabPre-Owned$12.88or Best Offer+$8.71 deliveryFree returns
- 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 returnsTop Rated Plus
- 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 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Ralph Lauren Polo Boys 18 Shorts Navy Blue Preppy Chino Cotton ClassicOpens in a new window or tabPre-Owned$10.79Was: $17.9940% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
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- Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWTOpens in a new window or tabBrand New$19.60Was: $28.0030% offor Best Offer+$9.00 deliveryFree returns
- Polo Ralph Lauren Shorts Boy 14 Youth Tan Chino Khaki School Preppy BeachOpens in a new window or tabPre-Owned$16.11Was: $16.965% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Under Armour Boy's Size 18 Navy Blue Loose Heatgear Golf Preppy ShortsOpens in a new window or tabPre-Owned$14.99or Best OfferFree deliveryFree returnsTop Rated Plus
- Levi's Shorts Boys 14 Red Cargo 100% cotton Preppy ClassicOpens in a new window or tabPre-Owned$12.79Was: $15.9920% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Boys 20 BlueOpens in a new window or tabPre-Owned$9.00or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Under Armour Shorts Youth Boys Size 18 Mint Green Chino Golf Loose Fit SharpOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$6.45 deliveryFree returnsTop Rated Plus
- There Abouts- Boys Size 20 Bermuda Chino Shorts Navy Stretch Adjustable WaistOpens in a new window or tabBrand New$3.04Was: $6.7555% offor Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returns
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- Adidas Shorts Boys 5 Black White Striped Athletic Pull OnOpens in a new window or tabPre-Owned$9.71Was: $13.8730% offor Best Offer+$5.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
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- Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRLOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryFree returns
- Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *Opens in a new window or tabPre-Owned$24.95or Best Offer+$8.95 deliveryFree returnsTop Rated Plus
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