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- POLO Ralph Lauren Boys Shorts Size 8 Coral Pink Cotton Preppy Bermudas with BeltOpens in a new window or tabPre-Owned$29.99or Best Offer+$7.99 deliveryTake $5 off your order with coupon
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 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
- Polo Ralph Lauren Boys White Blue Embroidered Preppie Chino Shorts Size 8 NWTOpens in a new window or tabBrand New$31.50Was: $45.0030% offBuy It Now+$4.84 deliveryFree returns
- 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 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
- 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
- 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
- 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
- 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
- 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
- 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
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$15.99Was: $19.9920% offBuy It Now+$4.84 delivery
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$17.99Was: $19.9910% offor Best OfferFree 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 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
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$19.00or Best Offer+$9.45 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
- 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
