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- Burlebo Outdoor Preppy Athletic Blue Elastic Waist Snap Zip Closure Pockets 4/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$8.84 delivery
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$22.00or Best Offer+$4.84 delivery
- E-Land Red White Blue Kids Boys Plaid Shorts 100% Cotton Elastic Waist Size 6Opens in a new window or tabPre-Owned$14.00or Best OfferFree delivery
- The Beaufort Bonnet Company Sheffield Shorts Blue Periwinkle Pima Cotton Boys 10Opens in a new window or tabNew (Other)$25.19or Best Offer+$6.95 delivery
- Polo Ralph Lauren Youth Boys Seersucker Shorts Bulldog Preppy Pink White Sz 6Opens in a new window or tabPre-Owned$17.99or Best Offer+$5.50 delivery
- Polo Ralph Lauren Sailboat Terry Cloth Lightweight Drawstring Shorts Boy Size LOpens in a new window or tabBrand New$25.00Buy It NowFree delivery
- Vintage Boys POLO RALPH LAUREN Salmon Pink Cargo Cotton Pocket Shorts Size 6Opens in a new window or tabPre-Owned$14.95or Best Offer+$5.80 delivery
- Janie & Jack Boys size 6 Khaki Shorts Adjustable Waist Cotton Blend PocketsOpens in a new window or tabPre-Owned$8.50Buy It Now+$4.71 delivery
- BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice QualityOpens in a new window or tabBrand New$19.99Buy It Now+$6.75 delivery
- Boy's Polo Ralph Lauren Cargo Shorts Size 6 Classic Khaki Adjustable WaistOpens in a new window or tabPre-Owned$17.98or Best Offer+$4.62 deliveryFree returnsTop Rated Plus
- Gap Kids Short Boys Sz 10 Patchwork Plaid Summer Colorful Casual Vacation PreppyOpens in a new window or tabPre-Owned$11.72or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- RALPH LAUREN Vintage 80s Tartan Plaid Preppy Bermuda Shorts Youth Waist Sz 20Opens in a new window or tabPre-Owned$19.99Buy It Now+$6.20 delivery
- NEW Kids Boys Polo Ralph Lauren Belted Classic Pink Bedford Pony Shorts 10Opens in a new window or tabBrand New$27.99Was: $39.9930% offor Best Offer+$6.49 deliveryFree returns
- NWOT Crewcuts Boys Classic Gramercy Blue/White Seersucker Shorts AdjustableSz 10Opens in a new window or tabNew (Other)$15.00or Best Offer+$6.55 delivery
- Vintage Polo Ralph Lauren Boys Size 10 Blue Chino ShortsOpens in a new window or tabPre-Owned$12.00Buy It Now+$6.55 delivery
- Boden Size 6Y Yellow Chino Shorts Preppy Classic Cotton BlendOpens in a new window or tabPre-Owned$9.85Was: $19.7050% offor Best Offer+$6.40 delivery
- $58 BROOKS BROTHERS Boys Madras Plaid Preppy Patchwork Flat Front Shorts Size 10Opens in a new window or tabPre-Owned$27.50or Best Offer+$5.80 delivery
- Tommy Hilfiger Shorts Youth Boys 10 Khaki Chino Casual Preppy Logo ClassicOpens in a new window or tabPre-Owned$6.05Was: $11.0045% offor Best Offer+$7.85 delivery
- UNDER AMOUR BOYS Size 10 Brown Showdown HeatGear Golf Shorts LightweightOpens in a new window or tabPre-Owned$16.99or Best Offer+$5.80 delivery
- NWOT Crewcuts Boy’s Gramercy Seersucker 9” Shorts 14 Blue Stripe $50 AdjustableOpens in a new window or tabNew (Other)$19.99Buy It Now+$4.84 delivery
- Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Unisex Palm TreesOpens in a new window or tabBrand New$24.70Was: $29.0615% offor Best Offer+$8.85 delivery
- Blue Preppy Shorts Boy’s 29 Spring Summer Pull On Summer Classic Hiking OutdoorsOpens in a new window or tabBrand New$20.00or Best Offer+$7.35 delivery
- The Children’s Place Boys Navy Plaid Shorts Size 6, Adjustable Waist, Excellent!Opens in a new window or tabPre-Owned$6.50or Best Offer+$5.50 delivery
- HTF Boutique Zuccini Boys 6 Seersucker Nautical Lined Preppy Shorts nICE SHAPEOpens in a new window or tabPre-Owned$12.99Buy It Now+$5.99 delivery
- NWT JANIE AND JACK Plaid Patchwork Shorts Boys 10Opens in a new window or tabBrand New$22.99or Best Offer+$6.55 delivery
- boutique Hartstrings plaid madras shorts size 10 PreppyOpens in a new window or tabPre-Owned$8.40or Best Offer+$5.00 delivery
- Gymboree Boys Green Plaid Shorts Size 6Opens in a new window or tabPre-Owned$8.00or Best Offer+$6.55 delivery
- Classic Prep children’s wear boys preppy jungle shorts size 2TOpens in a new window or tabPre-Owned$10.00Buy It Now+$4.50 delivery
- Polo RALPH LAUREN Boys 10 Navy Blue Chino Classic Fit Belted SHORTS Coin PocketOpens in a new window or tabBrand New$49.94or Best OfferFree delivery
- Vineyard Vines Blue Whale Breaker Shorts sz 16 Embroidery Beach Ocean PocketsOpens in a new window or tabPre-Owned$25.50Was: $30.0015% offor Best Offer+$6.55 deliveryFree returns
- Zuccini Shorts Boys Sz 6X Light Blue Green Check Plaid Elastic Waist CottonNewOpens in a new window or tabNew (Other)$9.95or Best Offer+$5.00 delivery
- Crown & Ivy Boys Flat Front Twill Shorts Chino Navy Blue size 10 NEW RET $38Opens in a new window or tabBrand New$7.99Was: $9.9920% offBuy It Now+$6.65 deliveryFree returnsTop Rated Plus
- Childrens Place Boys Peach Orange Striped Belted Classic Preppy Chino Shorts 10Opens in a new window or tabPre-Owned$14.00or Best Offer+$6.40 delivery
- Place Est. 1989 Boys 6 Plaid Chino Shorts. Blu/Navy/Grn/White Plaid Shorts. #307Opens in a new window or tabPre-Owned$11.20or Best Offer+$4.71 delivery
- Florence Eiseman Boys Size 6 Gingham Plaid Striped Patchwork Seersucker ShortsOpens in a new window or tabPre-Owned$29.00Buy It NowFree delivery
- Lands End Kids Pull On Shorts Nantucket Patchwork Madras Size L 10-12 NEWOpens in a new window or tabNew (Other)$9.99Buy It Now+$5.00 delivery
