286 results
- Southpole Shorts Boys Youth 16 Blue Denim Jorts Baggy Hip Hop Skater Grunge Y2KOpens in a new window or tabPre-Owned$24.88or Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Lacoste Sports Kid’s Navy Shorts Size 16Opens in a new window or tabBrand New$12.95or Best Offer+$2.00 deliveryLocated in United States6 watchers
- Nike Gray Cotton Drawstring Shorts Boys XL Preppy Basketball TrackOpens in a new window or tabPre-Owned$13.95or Best Offer+$6.95 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$5.12Time left2d 19hor Best Offer+$10.00 deliveryLocated in United States
- NWT Vineyard Vines Teen 16 Breaker Shorts Pink 8" Classic Fit Performance ChinoOpens in a new window or tabBrand New$22.76or Best Offer+$6.02 deliveryLocated in United States
- Ralph Lauren Boys Size 16 Shorts Polo Classic Chino Khaki A70Opens in a new window or tabPre-Owned$14.25or Best Offer+$10.60 deliveryLocated in United States
- Vineyard Vines Shorts Boys Size 16 Sailor Red Shorts Stretch NEWOpens in a new window or tabBrand New$19.79Was: $21.9910% offor Best Offer+$7.99 deliveryLocated in United States
- Patagonia Kids Baggies Shorts 7" Lined Swimming Suit Trunks Red Boys Size XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$9.95 delivery in 2-4 daysLocated in United StatesFree returns
- Cat & Jack Old Navy Nicklaus Boys Shorts Lot Sz M Medium 10/12Opens in a new window or tabPre-Owned$20.00or Best Offer+$7.95 deliveryLocated in United States
- Champion TCP Layer 8 Badger NBA And 1 Boys Shorts Lot Sz M Medium 10/12Opens in a new window or tabPre-Owned$20.00or Best Offer+$7.95 deliveryLocated in United States
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$8.46or Best Offer+$5.83 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Target Youth Boys Whale Logo Patchwork Chino Shorts Preppy XL 16Opens in a new window or tabPre-Owned$14.99or Best Offer+$5.99 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.00 deliveryLocated in United States
- POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring PrepOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Pants Youth XL Khaki Tan Joggers Stretch TaperedOpens in a new window or tabPre-Owned$15.00Was: $18.7520% offor Best Offer+$7.99 deliveryLocated in United StatesFree returns
- Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90sOpens in a new window or tabPre-Owned$25.00or Best Offer+$9.99 delivery in 2-4 daysLocated in United States
- Johnnie-O Prep-Formance Youth Shorts 16 Stone ColorOpens in a new window or tabPre-Owned$29.00or Best Offer+$7.00 deliveryLocated in United States
- New Old Navy boys youth active go dry cool shorts XL 14/16Opens in a new window or tabBrand New$7.99or Best Offer+$6.02 deliveryLocated in United States
- Gap Kids Cotton Multicolor Patchwork Preppy Madras Youth Boys Shorts Medium 26x7Opens in a new window or tabPre-Owned$23.92Was: $29.9020% offor Best Offer+$7.10 deliveryLocated in United States
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Orange Striped Preppy CasualOpens in a new window or tabPre-Owned$17.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
From our popular brands
Based on number of views and purchases | Sponsored- NikePre-Owned$13.95+$6.95 delivery
- GapPre-Owned$15.99+$5.95 delivery
- NikePre-Owned$34.99+$6.99 delivery
- GapBrand New$10.97+$5.83 deliveryExtra 10% off with coupon
- WranglerPre-Owned$12.49+$5.99 delivery
- Boys NORTH FACE Colorful FLASHDRY Shorts XL Size 14-16 Athletic CLEAN Blue CAMOOpens in a new window or tabPre-Owned$18.90Was: $27.0030% offor Best Offer+$6.02 deliveryLocated in United States
- VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494Opens in a new window or tabPre-Owned$17.46Was: $24.9530% offor Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with coupon
- NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)Opens in a new window or tabBrand New$32.94or Best Offer+$5.99 deliveryLocated in United States
- Polo Ralph Lauren Chino Khaki Shorts Boys 16 Casual Preppy 10" inseamOpens in a new window or tabPre-Owned$13.99or Best Offer+$10.60 deliveryLocated in United States
- Vineyard Vines Performance Boys Khaki Shorts Size 16 Golf PreppyOpens in a new window or tabPre-Owned$22.00or Best Offer+$11.96 deliveryLocated in United States
- Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2Opens in a new window or tabPre-Owned$15.99or Best Offer+$5.95 deliveryLocated in United States
- Nike Golf Dri-Fit Boys XL Long Shorts Red White Plaid Adjustable WaistOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.02 deliveryLocated in United States
- NWT, Tony Hawk, Black, Cargo, Stretch, Flex Shorts-Boys Size 16Opens in a new window or tabBrand New$12.00Time left6d 23hor Best OfferFree deliveryLocated in United States
- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$15.82Was: $19.7720% offor Best Offer+$7.45 deliveryLocated in United StatesFree returns
- Patagonia Shorts Kids Medium Pink 3" Inseam Baggies Costa Rica Swim Trunks YouthOpens in a new window or tabPre-Owned$26.86or Best Offer+$12.99 deliveryLocated in United Kingdom
- Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual YouthOpens in a new window or tabPre-Owned$11.81Was: $16.8730% offor Best Offer+$6.49 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy BoysOpens in a new window or tabPre-Owned$18.74Was: $24.9925% offor Best Offer+$8.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Childrens Place Boys Shorts 16 Multicolor Cotton Madras Patchwork Adjustable WstOpens in a new window or tabPre-Owned$12.50Was: $24.9950% offor Best OfferFree deliveryLocated in United States
- Polo Ralph Lauren Joggers Youth Pants Size Medium (10-12) Khaki Tan Slim CityOpens in a new window or tabPre-Owned$16.99or Best Offer+$5.41 delivery in 2-4 daysLocated in United States
- Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton ShortsOpens in a new window or tabBrand New$19.00or Best Offer+$10.60 deliveryLocated in United States
- Ralph Lauren Polo Boys Size XL 18-20 Navy Pull On Cargo Shorts Casual Preppy RedOpens in a new window or tabPre-Owned$15.00or Best Offer+$10.60 deliveryLocated in United States
- NEW Polo Ralph Lauren Boys Sweat Shorts Blue Size XL (18-20) Logo StretchOpens in a new window or tabBrand New$29.99or Best Offer+$9.75 deliveryLocated in United States
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16 NWTOpens in a new window or tabBrand New$28.99or Best Offer+$10.60 deliveryLocated in United States
- Crewcuts Shorts Boys Extra Large Blue Striped Causal Drawstring Everyday BasicOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.99 deliveryLocated in United StatesFree returns20% off 3+ with couponTop Rated Plus
- Polo Ralph Lauren Boys Beige Tan Shorts 16 Casual Club Uniform Preppy Flat FrontOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.99 deliveryLocated in United States
- Gap Kids Boys Green Chino Size 16 Embroidered Shorts Skateboard, Palm Tree NWTOpens in a new window or tabBrand New$9.79Was: $13.9930% offor Best Offer+$5.83 deliveryLocated in United States
- Brooks Brothers Blue Aqua Miami Dolphins Boys Chino Shorts Size 16 Golf EUCOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 White All Over Pony Logos Drawstring Preppy KidOpens in a new window or tabPre-Owned$18.93or Best Offer+$7.99 deliveryLocated in United States
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16Opens in a new window or tabBrand New$24.95or Best Offer+$8.71 deliveryLocated in United States$15 off $75+ with coupon
- Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly WesternOpens in a new window or tabPre-Owned$6.44Was: $12.8850% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Vineyard Vines by Shep & Ian Boys Khaki Stretch Shorts Sz 16 Boys Excellent PreOpens in a new window or tabPre-Owned$12.99or Best Offer+$8.71 deliveryLocated in United States
- Tommy Hilfiger Shorts Youth Boys Size 16 Blue Check Seersucker Chino 100% CottonOpens in a new window or tabPre-Owned$15.29Was: $16.9910% offor Best Offer+$6.45 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal ChinosOpens in a new window or tabPre-Owned$11.44Was: $22.8850% offor Best Offer+$7.49 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Breaker Khaki Shorts Size 16 Performance School Uniform NEWOpens in a new window or tabBrand New$14.99or Best Offer+$10.60 deliveryLocated in United States
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$14.99or Best Offer+$6.02 deliveryLocated in United States
- 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 deliveryLocated in United States
- Vineyard Vines Boys Size 16 Turquoise Summer Shorts!NWT! Great For Summer!☀️🌊Opens in a new window or tabBrand New$25.00or Best Offer+$9.02 deliveryLocated in United States
- True Religion Jean Shorts Boys Size 16 Geno Relaxed Slimming Fit Dark WashOpens in a new window or tabBrand New$29.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Shorts Kids 16 Chino Classic Fit Casual Spandex Summer LightweighOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Chaps Boy’s Bermuda Shorts 4 Madras Red Blue Plaid Adjustable Waist NewOpens in a new window or tabBrand New$7.00or Best Offer+$7.90 deliveryLocated in United StatesFree returnsTop Rated Plus
- Old Navy Adjustable Waist Boys Size 16 Red Khaki School Shorts NEW #RN 54023Opens in a new window or tabNew (Other)$10.00or Best Offer+$4.50 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Lot Of 7 Pairs Of Boys Shorts Youth Size 16 Hurley Nike Dri-Fit and Old NavyOpens in a new window or tabPre-Owned$44.00or Best Offer+$21.20 deliveryLocated in United States
- Gap Shorts Boys X-Large 14-16 Green Drawstring Front Back Pocket Soft TwillOpens in a new window or tabBrand New$10.97or Best Offer+$5.83 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16Opens in a new window or tabPre-Owned$17.95or Best Offer+$6.02 deliveryLocated in United States
- Vineyard Vines Shorts Boys 16 White Flat Front Chino PreppyOpens in a new window or tabPre-Owned$18.45or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Adidas Golf Shorts Boy's XL Black Flat Front Pull On Stretch Junior Youth NWTOpens in a new window or tabBrand New$14.99or Best Offer+$4.45 deliveryLocated in United States
- LL Bean Shorts Boys Youth Size 16 Khaki Beige Cargo Hiking Lightweight OutdoorsOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~Opens in a new window or tabBrand New$15.95or Best Offer+$4.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Nike Shorts Boys XL Gray Camo Drawstring Cargo Adjustable Hip Hop Outdoor YouthOpens in a new window or tabPre-Owned$18.88or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Boys Shorts Lifeguard Red Whale Embroidered SZ 16 Club ShortsOpens in a new window or tabPre-Owned$30.00or Best Offer+$6.75 deliveryLocated in United StatesExtra 5% off with coupon
- Zelos Boys Athletic Shorts Size Medium Navy & Gray Elastic Waist With PocketsOpens in a new window or tabPre-Owned$4.99or Best Offer+$5.02 deliveryLocated in United States
- Vineyard Vines Breaker Shorts NWT Boys 16 Blue White Striped Seersucker PreppyOpens in a new window or tabBrand New$26.99or Best Offer+$5.83 deliveryLocated in United StatesExtra 20% off with coupon
- RALPH LAUREN Boys Size 16 Shorts POLO Classic Chino Khaki Excellent ConditionOpens in a new window or tabPre-Owned$9.59Was: $15.9940% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Adjustable Waist Zip Flat Front Shorts Boys 16 Coral PocketsOpens in a new window or tabPre-Owned$19.76or Best Offer+$5.95 deliveryLocated in United StatesFree returns10% off 2+ with couponTop Rated Plus
- Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy CasualOpens in a new window or tabPre-Owned$16.97Was: $19.9615% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees BlueOpens in a new window or tabPre-Owned$23.08Was: $32.9730% offor Best Offer+$9.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Wrangler Boys' Outdoor Hiking Adjustable Waist Cargo Shorts - Size 18 - EUCOpens in a new window or tabPre-Owned$12.99or Best Offer+$8.75 deliveryLocated in United States
- Gap Kids Pull On Short Size XL 14/16 Coral Boys DrawstringOpens in a new window or tabBrand New$9.99or Best Offer+$8.75 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.99 deliveryLocated in United States
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 delivery in 2-4 daysLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Items Per Page
