55 results
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$18.89Was: $20.9910% offBuy It Now+$4.84 delivery
- Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10Opens in a new window or tabPre-Owned$25.00or Best Offer+$8.54 delivery
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryFree returns1+ watchersTop Rated Plus
- 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
- Izod Boys Sz 10 Shorts Colorful Plaid Adjustable Waist 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$12.00or Best Offer+$6.00 deliveryFree returnsTop Rated Plus
- 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 Sz 8 Seersucker Shorts Blue White Adj WaistOpens in a new window or tabPre-Owned$15.00Buy It Now+$6.25 delivery
- Polo Ralph Lauren Plaid Madras Cotton Shorts Blue Red Kids Size 10Opens in a new window or tabPre-Owned$11.99Was: $15.9925% offBuy It Now+$4.99 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
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabBrand New$25.00or Best OfferFree delivery
- GAP Golf Shorts Boy Size 10 Athletic Gray Blue Khaki Adjustable waist PreppyOpens in a new window or tabPre-Owned$15.45or Best Offer+$5.65 delivery
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$8.46Was: $9.9515% offBuy It Now+$5.99 delivery
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$24.00or Best OfferFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 deliveryExtra 25% off with coupon
- Polo Ralph Lauren Shorts Boys Sz 10 Chino Khaki CasualOpens in a new window or tabPre-Owned$15.25or Best Offer+$6.80 deliveryFree returnsTop Rated Plus
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$8.46Was: $9.9515% offBuy It Now+$5.99 delivery
- GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10Opens in a new window or tabPre-Owned$19.98or Best Offer+$7.80 deliveryFree returns
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12Opens in a new window or tabBrand New$12.59Was: $17.9930% offor Best OfferFree delivery
- Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front PreppyOpens in a new window or tabPre-Owned$11.99or Best Offer+$6.99 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
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$12.99Buy It Now+$4.84 delivery
- Tucker+Tate boys cotton shorts, navy blue Size 8 Playtime School Vacation PreppyOpens in a new window or tabPre-Owned$14.99or Best OfferFree 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
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.000 bids · Time left6d 22hor Best Offer+$4.99 delivery
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 delivery
- Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy EasterOpens in a new window or tabPre-Owned$17.40Was: $20.0013% offor Best Offer+$6.99 deliveryExtra 20% off with coupon
- Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia SummerOpens in a new window or tabPre-Owned$19.88or Best Offer+$6.30 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 Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$16.99Was: $19.9915% offor Best OfferFree delivery
- Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker ShortsOpens in a new window or tabPre-Owned$18.00Was: $24.0025% offor Best Offer+$8.00 delivery
- All In Motion Boys Sz 10 Golf Shorts Blue Gray Active Activewear Preppy StretchOpens in a new window or tabBrand New$16.95or Best Offer+$5.40 deliveryFree returnsExtra 20% off with coupon
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$10.79Was: $11.9910% offor Best Offer+$6.95 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
- Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy EasterOpens in a new window or tabPre-Owned$17.40Was: $20.0013% offor Best Offer+$6.99 deliveryExtra 20% off with coupon
- 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
- 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
- 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
- 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
- Abercrombie Kids Shorts Boys 10 Tan Cargo PreppyOpens in a new window or tabPre-Owned$15.99or Best Offer+$10.10 delivery
- NWT Tommy Hilfiger Belted Chino Shorts Khaki Size 10Opens in a new window or tabBrand New$19.95or Best Offer+$5.95 delivery in 2-4 days
- NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy PhotosOpens in a new window or tabBrand New$18.99Buy It Now+$4.84 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
- Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$7.00 delivery in 2-4 days
- 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
- 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 Pocket Soft Twill Green Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returns
- 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
- Preppy Zara boys khaki basic tan shorts for school sz 9/10Opens in a new window or tabPre-Owned$10.00or Best Offer+$14.25 delivery
- Red Snap Belted Plaid Cargo Shorts Size 10 Blue Red EUC Casual Preppy CottonOpens in a new window or tabPre-Owned$10.99Buy It Now+$6.90 delivery
- OshKosh Boys Size 10 Pink Red Draw String Elastic Cargo Preppy Dressy ShortsOpens in a new window or tabPre-Owned$13.99Buy It NowFree delivery
- Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green PatchworkOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.55 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
- Polo Ralph Lauren Madras Patchwork Prospect & Preppy plaid shorts boy's size 10Opens in a new window or tabPre-Owned$23.00or Best Offer+$8.71 delivery
