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- 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 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- Gap Kids Boys Youth Camo Cargo Shorts Size 14 Green Cotton Stretch 10"LOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.95 delivery in 2-4 daysFree returnsExtra 25% off with couponTop Rated Plus
- Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees BlueOpens in a new window or tabPre-Owned$32.97or Best Offer+$9.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99or Best Offer+$5.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- NWT Polo Ralph Lauren Boys's Chino Prepster Shorts Blue Size 16 Elastic - ACOpens in a new window or tabBrand New$17.20Was: $21.5020% offor Best OfferFree deliveryFree returnsTop 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 deliveryFree returnsSave up to 30% when you buy moreTop Rated Plus
- Vineyard Vines Performance Chino Shorts Blue Golf Preppy Kids Boys Size 16Opens in a new window or tabPre-Owned$11.70Was: $15.0022% offor Best Offer+$5.85 deliveryFree returnsTop Rated Plus
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Top selling items from trusted sellers | Sponsored- NWT Polo Ralph Lauren Boys's Chino Prepster Shorts Blue Size 16 Elastic - ACOpens in a new window or tab$17.20grandetresors (4,723) 99.8%
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- Polo by Ralph Lauren Boy's Navy Blue Preppy 100% Cotton Shorts Size 16Opens in a new window or tab$13.99kjcouch-1 (8,004) 100%
- Gymboree Boy's Shorts Size 4 Gray Green Plaid 100% CottonOpens in a new window or tab$12.44kjcouch-1 (8,004) 100%
- Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts LogoOpens in a new window or tab$14.40alwaysopen-9 (1,735) 100%
- Polo Ralph Lauren Big Boys Cotton Denim Cutoff Shorts - Finn Wash Red (Red, 16)Opens in a new window or tab$30.982015market (97,935) 98.7%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tab$29.49coachjustyou (2,233) 100%
- Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16Opens in a new window or tab$39.00coachjustyou (2,233) 100%
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offBuy It Now+$6.00 delivery in 2-4 daysFree returnsTop Rated Plus
- LEVIS Shorts Boys Size 16 Reg Loose Baggy Skater Cargo 10" Inseam Off WhiteOpens in a new window or tabPre-Owned$8.00Was: $19.9960% offor Best Offer+$5.95 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- Under Armour Shorts Boys L Gray Lightweight Cargo Youth Golf PerformanceOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.71 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts LogoOpens in a new window or tabPre-Owned$14.40Was: $16.0010% offBuy It NowFree deliveryFree returnsTop Rated Plus
- Vintage Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 4 Beige ChinoOpens in a new window or tabPre-Owned$29.90or Best Offer+$4.79 deliveryFree returns
- Under Armour Boys Golf Shorts Size Youth Large Uniform Black Adjustable CactusOpens in a new window or tabPre-Owned$10.00Was: $19.9950% offor Best Offer+$7.25 deliveryFree returnsTop Rated Plus
- Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban StreetwearOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual PreppyOpens in a new window or tabPre-Owned$12.40Was: $15.5020% offor Best Offer+$5.99 deliveryFree returnsExtra 16% off with couponTop Rated Plus
- Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts StretchOpens in a new window or tabBrand New$19.95Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino ShortsOpens in a new window or tabPre-Owned$9.49Was: $9.995% offBuy It Now+$5.99 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Boy Scouts Of America Shorts Boys Size Large Green Cargo Camp Nylon Pocket YouthOpens in a new window or tabPre-Owned$17.26Was: $28.7740% offor Best Offer+$6.50 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- VINTAGE Bloomingdale’s The Next Generation Shorts Youth Large 16-18 Blue 80sOpens in a new window or tabBrand New$19.20Was: $24.0020% offor Best Offer+$6.55 deliveryFree returns
From our popular brands
Based on number of views and purchases | Sponsored- GapGap Kids Boys Youth Camo Cargo Shorts Size 14 Green Cotton Stretch 10"LOpens in a new window or tabPre-Owned$14.99+$7.95 deliveryExtra 25% off with coupon
- GapGap Fit Lot of 2 Boys Shorts L 10 Navy Grey 1 Is NWTOpens in a new window or tabBrand New$17.99+$4.99 delivery
- NikeNike Dri-Fit Shorts Boys Size Large Blue & Black Athletic Basketball ShortsOpens in a new window or tabPre-Owned$16.49+$5.95 delivery
- adidasAdidas Aeroready Running Shorts Youth Large Blue & White Lightweight JoggingOpens in a new window or tabPre-Owned$14.99+$6.25 delivery
- adidasY2K Adidas Athletic Basketball Shorts Adult Large Blue Faded PocketsOpens in a new window or tabPre-Owned$14.99+$6.25 delivery
- NikeNike Athletic Sportswear 2 Tone Light Blue Neon Yellow Logo Youth Size L 27-28Opens in a new window or tabPre-Owned$12.99+$6.40 delivery
- 2011 GYMBOREE BOYS Deep Sea Adventure Dude Plaid Bermuda Summer Shorts 4T 4 YrsOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-3 daysFree returnsTop Rated Plus
- Gap Fit Lot of 2 Boys Shorts L 10 Navy Grey 1 Is NWTOpens in a new window or tabBrand New$17.99or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- VINEYARD VINES Boys 16 Tan Beige Khaki Chino Breaker Shorts Cotton BlendOpens in a new window or tabBrand New$17.46Was: $24.9530% offor Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- New! Vineyard Vines Shorts Boys 16 Stone Beige Classic Fit Club Twill ChinoOpens in a new window or tabBrand New$15.19Was: $17.8715% offor Best Offer+$8.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Janie & Jack Shorts Boys 4 Plaid Zipper Fly Pockets Preppy Casual Cotton BermudaOpens in a new window or tabPre-Owned$14.44Was: $16.9915% offor Best Offer+$5.75 deliveryFree returnsTop Rated Plus
- Old Navy Built In Flex Shorts Boys 16 Blue Mid Rise Stretch NewOpens in a new window or tabBrand New$14.99Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
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- LEE Youth Fleece Shorts Boy's Pockets Drawstring Size L (14-16) Navy BlueOpens in a new window or tabPre-Owned$7.99or Best Offer+$4.84 deliveryFree returnsTop Rated Plus
- Ralph Lauren Polo Shorts Boys Extra Large Size 16 Brown Chino Preppy Boys KidsOpens in a new window or tabPre-Owned$16.88or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Large Tan Big Pony Logo Casual Preppy VintageOpens in a new window or tabPre-Owned$14.93Was: $18.6620% offor Best Offer+$5.99 delivery in 2-4 daysFree returns
- Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal ChinosOpens in a new window or tabPre-Owned$20.59Was: $22.8810% offor Best Offer+$7.49 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim PinkOpens in a new window or tabPre-Owned$17.87or Best Offer+$6.49 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Boys Size 16 White Preppy Easter Spring NauticalOpens in a new window or tabPre-Owned$9.83or Best Offer+$6.90 deliveryFree returnsTop Rated Plus
- Polo by Ralph Lauren Boy's Navy Blue Preppy 100% Cotton Shorts Size 16Opens in a new window or tabPre-Owned$13.99or Best OfferFree deliveryFree returnsTop Rated Plus
- Old Navy Blue Cargo Shorts Boys Size 16 Adjustable Waist School Pants 54023Opens in a new window or tabPre-Owned$8.00Buy It Now+$4.50 delivery in 2-4 daysFree returnsTop Rated Plus
- Vineyard Vines Shorts Boys 16 Breaker Royal Blue Stretch Chinos Pineapples NEWOpens in a new window or tabBrand New$5.00Was: $24.9980% offor Best Offer+$6.99 deliveryFree returns30% off 2+ with couponTop Rated Plus
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$13.84or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vintage O'Neill Shorts Boys 16 Brown Y2K Plaid Chino Skater Surf Punk RockOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's Baby Blue Anchor Cotton Shorts Size 16Opens in a new window or tabNew (Other)$19.99or Best OfferFree deliveryFree returns11 watchersTop Rated Plus
- Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” InseamOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Boy Scouts of America Cargo Shorts Boys Youth Large Green Olive BSA Nylon 9"Opens in a new window or tabPre-Owned$22.00or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys 16 Bermuda Shorts All Over Shark Print Logo Coral 28" x 9"Opens in a new window or tabPre-Owned$11.95or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Knee Deep FARMBOY Boys Size 4 Cotton Blend Camouflage Cargo Shorts New NWTOpens in a new window or tabBrand New$13.58Was: $15.9815% offor Best OfferFree deliveryFree returnsTop Rated Plus
- POLO RALPH LAUREN BOY Preppy Pleated Bermuda Chino Summer Shorts 4 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.35 delivery in 2-3 daysFree returnsTop Rated Plus
- SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip HopOpens in a new window or tabPre-Owned$16.97or Best Offer+$8.97 delivery in 2-3 daysFree returnsExtra 24% off with couponTop Rated Plus
- Wonder Nation Boy L 10/12 Shorts Tan Pull On Twill Stretch Neutral Summer PreppyOpens in a new window or tabPre-Owned$6.00or Best Offer+$6.00 delivery in 2-4 daysFree returnsExtra 5% off with couponTop Rated Plus
- Chaps Boy’s Bermuda Shorts 4 New Madras Red Blue Plaid Adjustable WaistOpens in a new window or tabBrand New$7.99or Best Offer+$5.85 deliveryFree returnsTop Rated Plus
- Vineyard Vines Embroidered Whales Pink Khaki Shorts Boys Size 16Opens in a new window or tabPre-Owned$14.99Was: $19.9925% offBuy It Now+$6.00 delivery in 2-4 daysFree returnsTop Rated Plus
- Vineyard Vines Chino Shorts Boy's Size 16 Green Navy Plaid Cotton StretchOpens in a new window or tabPre-Owned$13.22Was: $18.8930% offor Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- The Childrens Place Boys size 16 Shorts plaid cotton preppy New red white blueOpens in a new window or tabBrand New$10.00Buy It Now+$5.62 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Old Navy Adjustable Waist Shorts Boys Size 16 Khaki School Shorts NEW #RN 54023Opens in a new window or tabNew (Other)$10.00or Best Offer+$4.50 delivery in 2-4 daysFree returnsTop Rated Plus
- IZOD shorts boys 16 navy Blue Easy Care Adjustable waist classic preppy everydayOpens in a new window or tabPre-Owned$6.59Was: $9.8433% offor Best Offer+$7.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Nike Kd Black / Neon Mesh Basketball Dri Fit Shorts Boys Size Large -Opens in a new window or tabPre-Owned$14.00Buy It NowFree deliveryFree returns
- 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 delivery in 2-4 daysFree returnsTop Rated Plus
- Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist ShortsOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.60 deliveryFree returns
- Polo Ralph Lauren Shorts Boys 16 Cargo Khaki 28” Waist Classic Chino Tan PreppyOpens in a new window or tabPre-Owned$8.09Was: $8.9910% offor Best Offer+$7.99 deliveryFree returns
- Polo Ralph Lauren Youth Blue Jean Shorts Size 16 - 10.5” InseamOpens in a new window or tabPre-Owned$13.00Buy It Now+$7.15 delivery in 2-4 daysFree returnsTop Rated Plus
- POLO RALPH LAUREN Shorts Youth Boy 16 Khaki Beige Cargo Classic Chino Preppy 28WOpens in a new window or tabPre-Owned$10.39or Best Offer+$6.25 delivery in 2-4 daysFree returnsTop Rated Plus
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green XL L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returnsLast one
- Old Navy Khaki Shorts Boys Size 16 Adjustable Waist Teal Bermuda Pants #RN 54023Opens in a new window or tabPre-Owned$13.99or Best Offer+$4.50 delivery in 2-4 daysFree returnsTop Rated Plus
- TOMMY HILFIGER Shorts Womens Size 16 Beige Preppy Summer Beach Walking OutdoorOpens in a new window or tabPre-Owned$6.40Was: $8.0020% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- JK Authentic Jeans Bermuda Shorts Boy's 16 Light Blue 100% Cotton 28" WaistOpens in a new window or tabPre-Owned$9.97Buy It Now+$5.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Adidas Aeroready Running Shorts Youth Large Blue & White Lightweight JoggingOpens in a new window or tabPre-Owned$14.99Buy It Now+$6.25 deliveryFree returns
- Vineyard Vines Shorts Boys 16 Club Pockets Logo EUC Royal BlueOpens in a new window or tabPre-Owned$18.88or Best Offer+$9.45 deliveryFree returns
- Cambridge Classics Boys Shorts Size 4 Black School Preppy Chino Flat FrontOpens in a new window or tabPre-Owned$8.95or Best Offer+$5.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 Blue Twill Casual Classic Chino Preppy UniformOpens in a new window or tabPre-Owned$14.03Was: $17.9922% offor Best Offer+$6.99 deliveryFree returns
- Old Navy Khaki Shorts Boy Size 16 Adjustable Waist Casual Short Pants - CorralOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.50 delivery in 2-4 daysFree returnsTop Rated Plus
- Gymboree Boy's Shorts Size 4 Gray Green Plaid 100% CottonOpens in a new window or tabPre-Owned$12.44or Best OfferFree deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Sz 16 Blue Classic Preppy Flat Front Shorts 100% CottonOpens in a new window or tabPre-Owned$10.00or Best Offer+$8.19 deliveryFree returns
- Nike Athletic Sportswear 2 Tone Light Blue Neon Yellow Logo Youth Size L 27-28Opens in a new window or tabPre-Owned$12.99or Best Offer+$6.40 deliveryFree returnsTop Rated Plus
- Y2K Adidas Athletic Basketball Shorts Adult Large Blue Faded PocketsOpens in a new window or tabPre-Owned$14.99Buy It Now+$6.25 deliveryFree returns
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Soft Twill L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returns
- True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse WashOpens in a new window or tabBrand New$22.99or Best Offer+$7.99 deliveryFree returns
- Polo Ralph Lauren Youth Boys Cargo Shorts Size 16 Beige 30W Inseam 10inOpens in a new window or tabPre-Owned$15.95or Best Offer+$7.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth Boys 16 Blue Cargo Cut Offs Cotton Preppy PRLOpens in a new window or tabPre-Owned$17.99or Best Offer+$8.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 Beige Khaki Cargo 11 Inch Casual Preppy NeutralOpens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$5.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
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