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- Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *Opens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryFree returns30% off 2+ with couponTop Rated Plus
- Vineyard Vines Boys Performance Shorts – Medium – Navy BlueOpens in a new window or tabPre-Owned$20.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy BoysOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offor Best Offer+$6.99 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-4 daysFree returnsSave up to 30% when you buy moreTop Rated Plus
- Overtime Paradise Melo Performance Youth Shorts Medium Floral White HawaiianOpens in a new window or tabPre-Owned$34.49Was: $45.9925% offor Best Offer+$8.71 deliveryFree returnsBuy 1, get 1 10% off with couponTop Rated Plus
- Overtime Paradise Melo Performance Youth Shorts Medium Floral Black HawaiianOpens in a new window or tabPre-Owned$34.49Was: $45.9925% offor Best Offer+$8.71 deliveryFree returnsBuy 1, get 1 10% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$29.99or Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Gap Kids Boys Pull On Soft Stretch Twill Woven ShortOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-4 daysFree returnsTop Rated Plus
- Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active ShortsOpens in a new window or tabBrand New$24.99Buy It NowFree deliveryFree returnsSave up to 30% when you buy more
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.62 deliveryFree returns
- Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWTOpens in a new window or tabBrand New$28.60Buy It NowFree deliverySave up to 9% when you buy more
- Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$13.56Was: $16.9520% offBuy It NowFree delivery
- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$17.79Was: $19.7710% offor Best Offer+$7.45 deliveryFree returns
- Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size MediumOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.80 deliveryFree returns
- Slazenger Boys Golf Shorts Size Med. Performance Adjustable Waist NavyOpens in a new window or tabPre-Owned$13.99or Best Offer+$4.84 delivery
- $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!Opens in a new window or tabBrand New$14.88Buy It Now+$2.00 delivery
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree delivery in 2-4 daysFree returnsSave up to 20% when you buy moreTop Rated Plus
- Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy NewOpens in a new window or tabBrand New$12.95or Best Offer+$8.19 delivery
- Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size M 10-12 Medium Drawstring NWTOpens in a new window or tabBrand New$39.90Buy It Now+$7.35 delivery10 watchers
- Polo Ralph Lauren boys white cotton pony logo embroidered tie preppy shorts Sz MOpens in a new window or tabPre-Owned$22.95or Best Offer+$5.99 delivery
- Slazenger Boys Golf Shorts Size Med. Performance Adjustable Waist NavyOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 delivery
- NWT Chubbies Youth Boys Sz XS (6/7) Navy The Armadas Originals Chino ShortOpens in a new window or tabBrand New$25.60Was: $32.0020% offor Best Offer+$5.00 delivery
- VINTAGE Apparatus Twill Shorts Youth Medium 10-12 Red 80sOpens in a new window or tabBrand New$18.81Was: $20.9010% offor Best Offer+$6.55 deliveryFree returns
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$12.30Was: $13.6710% offor Best Offer+$6.55 delivery
- Royal and Awesome Boys Golf Shorts Medium Multicolor Cartoon Comic Birdie EagleOpens in a new window or tabPre-Owned$14.99Buy It Now+$5.95 delivery
- Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XSOpens in a new window or tabPre-Owned$9.50Was: $10.005% offor Best Offer+$5.80 delivery
- Abercrombie Boys Size M Board Swim Blue Shorts Bermuda LinedOpens in a new window or tabPre-Owned$11.25or Best Offer+$5.80 delivery
- Lucky Brand Shorts Youth Extra Small Camo Cargo Preppy Boys Kids Cotton LogoOpens in a new window or tabPre-Owned$7.88or Best Offer+$6.95 deliveryFree returns
- 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
- Gap Shorts Boys Medium Husky Chino Khaki Bermuda Tan Elastic Drawstring Waist MOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.75 deliveryFree returnsTop Rated Plus
- Nautica Boys School Uniform Joggers Elastic Waist Drawstring Stretch Twill KhakiOpens in a new window or tabBrand New$15.99 to $29.59Buy It Now+$6.57 deliveryFree returns
- Boast Boys Club Shorts Navy Blue - Athletic Tennis Golf Casual Elastic Waist NWTOpens in a new window or tabBrand New$26.00Buy It Now+$9.45 delivery
- Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$9.45 delivery
- Boys Under Armor Golf Shorts Size Youth Medium BlueOpens in a new window or tabPre-Owned$8.50or Best Offer+$8.84 delivery
- GAP Boys Size XS (4-5) Khaki Drawstring Elastic Waist Easy Pull-On ShortsOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 delivery
- IZOD Plaid Golf Chinos Boy's Size 10-12 Medium 25" Preppy Chino Shorts AthleticOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- VINTAGE Union Bay Cargo Shorts Youth Medium White 80s Elastic WaistOpens in a new window or tabBrand New$20.52Was: $22.8010% offor Best Offer+$6.55 deliveryFree returns
- J. Crew Gap Bundle Boys Shorts Size Medium 10 Plaid Denim Gray Blue Gently UsedOpens in a new window or tabPre-Owned$19.00or Best Offer+$5.80 delivery
- Lands End Mesh Shorts with Block M Extra Small (4-5) XS Navy Blue NEWOpens in a new window or tabNew (Other)$9.97or Best Offer+$6.20 delivery in 2-4 daysFree returns
- Reebok Boys Black, Gray & Red Athletic Basketball ShortsOpens in a new window or tabBrand New$12.99Buy It NowFree delivery
- PGA Tour Boy's Mini Check Performance Golf Shorts Active Outdoor Blue MediumOpens in a new window or tabPre-Owned$13.88Buy It Now+$6.50 deliveryfrom Canada
- Reebok Boys Black, Gray & Red Athletic Basketball Shorts XSOpens in a new window or tabBrand New$9.31Was: $10.9515% offor Best Offer+$4.84 delivery
- $55 Nautica Navy Boys Adjustable Waist Stretch Twill Shorts M (10-12) pau2121Opens in a new window or tabBrand New$21.50or Best Offer+$5.10 delivery
- Vineyard Vines Boys Dark Blue Twill Breaker Bermuda Shorts 100% CottonOpens in a new window or tabPre-Owned$6.50Buy It Now+$8.40 delivery
- Vintage 90s Nike Size Large 12-14 shorts Black w/ white tipsOpens in a new window or tabPre-Owned$27.00or Best Offer+$4.71 delivery
- Classic Prep children’s wear boys preppy summer shorts size extra smallOpens in a new window or tabPre-Owned$10.00Buy It Now+$4.50 delivery
- CS) Cat & Jack Flexible Drawstring Boys Shorts Gray Size XS Extra Small 4/5 NWTOpens in a new window or tabBrand New$7.00Buy It Now+$4.71 deliveryFree returnsLast one
- Reebok Boys Ebony Athletic Basketball XS (4/5) ShortsOpens in a new window or tabBrand New$12.99or Best Offer+$4.71 delivery
- Fila Sport Youth Boy's XL Black Neon Yellow Basketball Athletic Gym ShortsOpens in a new window or tabPre-Owned$12.99Buy It NowFree delivery
- Baroque Bold Geometric Print Boys Elastic Waist shorts MOpens in a new window or tabPre-Owned$26.00or Best Offer+$5.99 delivery
