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- 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 2-4 daysFree 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 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
- Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal ChinosOpens in a new window or tabPre-Owned$13.73Was: $22.8840% offor Best Offer+$7.49 deliveryFree returnsTop Rated Plus
- Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo CarpenterOpens in a new window or tabPre-Owned$15.99Was: $19.9920% offBuy It Now+$6.99 deliveryFree returnsTop Rated Plus
- Polo by Ralph Lauren Boy's Beige Preppy 100% Cotton Shorts Size 16Opens in a new window or tabPre-Owned$9.88or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWTOpens in a new window or tabBrand New$21.24Was: $24.9915% offBuy It Now+$6.85 deliveryFree returnsTop 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
- 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
- Lee Cargo Shorts Youth 16 Reg Loose Khaki Tan Adjustable Waist Belt Pockets NEWOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual PreppyOpens in a new window or tabPre-Owned$14.00or Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$11.62or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Ralph Lauren Shorts Youth 16 Navy Blue Cargo Baggy Cut Offs Boys Polo Jean CoOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim PinkOpens in a new window or tabPre-Owned$12.51Was: $17.8730% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Eddie Bauer Shorts Boys 16 Khaki Cargo Knee Length Baggy Flat Front Skate CottonOpens in a new window or tabPre-Owned$17.99Was: $19.9910% offor Best Offer+$5.99 deliveryFree returnsExtra 15% off with coupon
- POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring PrepOpens in a new window or tabPre-Owned$11.99Was: $19.9940% offor Best Offer+$5.99 deliveryFree returnsExtra 15% off with coupon
- Old Navy Khaki Casual Shorts Boy Size 16 Regular Adjustable Waist Pants -CorralOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.50 deliveryFree returnsTop Rated Plus
- Wrangler Shorts Boys Youth 16 Husky Gray Plaid Cargo Preppy Outdoors HikingOpens in a new window or tabPre-Owned$3.22Was: $12.8875% offor Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple SchoolOpens in a new window or tabBrand New$14.88Buy It Now+$9.45 deliveryFree returnsTop 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 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
- Polo Ralph Lauren Shorts Boys 16 (10” Inseam) Navy Blue Classic Chino PreppyOpens in a new window or tabPre-Owned$19.95or Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 Red Chino Coral Flat front Preppy w/ BeltOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Under Armour Boys Loose Heatgear Shorts Size 16 Gray Pockets Logo Zipper NWTOpens in a new window or tabBrand New$21.95or Best Offer+$3.99 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
- POLO RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual Summer 16Opens in a new window or tabPre-Owned$11.24Was: $14.9925% offor Best Offer+$6.95 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
- 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 deliveryFree returnsTop Rated Plus
- Abercrombie Shorts Boys 16 Red Blue White Plaid Cargo Casual Preppy Youth 30x10Opens in a new window or tabPre-Owned$14.96or Best Offer+$8.99 deliveryFree returns
- 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 Shorts Youth 16 Blue Straight Casual PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 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
- Polo Ralph Lauren Cotton Chino Shorts Boys Youth Size 16 Navy Blue New With TagsOpens in a new window or tabBrand New$19.99Buy It Now+$7.35 deliveryFree returnsTop Rated Plus
- POLO RALPH LAUREN Big Boy Lightweight Parachute Rugby Twill Shorts White Size 16Opens in a new window or tabPre-Owned$15.85or Best Offer+$7.25 deliveryFree returnsTop Rated Plus
- 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 returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boy 16 Black Green Twill Casual Preppy Chino Lot Of 2Opens in a new window or tabPre-Owned$28.19Was: $29.675% offor Best Offer+$9.00 deliveryFree returnsTop Rated Plus
- True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse WashOpens in a new window or tabBrand New$16.75Was: $19.7115% offor Best Offer+$7.99 deliveryFree returns
- True Religion Jean Shorts Boys Size 16 Geno Relaxed Slimming Fit Dark WashOpens in a new window or tabPre-Owned$22.22or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth 16 Brown Khaki Tan Cargo Cotton Classic Fit BoysOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Abercrombie Shorts Boys 16 Blue GreenWhite Plaid Cargo Casual Youth 30x10Opens in a new window or tabPre-Owned$14.96or Best Offer+$8.99 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 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$7.00Was: $10.0030% offBuy It Now+$5.62 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual YouthOpens in a new window or tabPre-Owned$16.87or Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Kids Tiger Camo Military Cargo Shorts Size 16 EmbroideredOpens in a new window or tabPre-Owned$55.00or Best Offer+$9.45 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
- Vineyard Vines Shorts Boys size 16 Seer Sucker Stripe Chino Preppy Yacht SummerOpens in a new window or tabPre-Owned$19.98or Best Offer+$5.99 delivery in 2-4 daysFree returnsExtra 10% off with couponTop Rated Plus
- 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 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
- Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly WesternOpens in a new window or tabPre-Owned$10.30Was: $12.8820% offor Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy NewOpens in a new window or tabBrand New$27.99or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- J Crew Boys Crewcuts Re-Imagined Shorts Sz 16 Adj Waist Greige Pockets Golf FishOpens in a new window or tabPre-Owned$17.00Buy It Now+$5.80 deliveryFree returnsLast oneTop Rated Plus
- Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy WesternOpens in a new window or tabPre-Owned$17.54Was: $21.9320% offor Best Offer+$8.19 deliveryFree returnsTop Rated Plus
- TOMMY HILFIGER Shorts Womens Size 16 Beige Preppy Summer Beach Walking OutdoorOpens in a new window or tabPre-Owned$4.00Was: $8.0050% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 Cargo Khaki 28” Waist Classic Chino Tan PreppyOpens in a new window or tabPre-Owned$6.29Was: $8.9930% offor Best Offer+$7.99 deliveryFree returns
- NWT Levi's Shorts Boys 16 W 28 Beige Khaki XX Cargo Shorts Relaxed Stretch WaistOpens in a new window or tabBrand New$27.98Was: $34.9820% offor Best Offer+$7.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Youth Boys Cargo Shorts Size 16 Beige 30W Inseam 10inOpens in a new window or tabPre-Owned$7.98Was: $15.9550% offor Best Offer+$7.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Boys 16 Shorts Chino Cotton White Bermuda Flat Front Pony LogoOpens in a new window or tabPre-Owned$21.98or Best Offer+$6.75 deliveryFree returns
- Polo Ralph Lauren Big Boys Cotton Denim Cutoff Shorts - Finn Wash Red (Red, 16)Opens in a new window or tabBrand New$30.98or Best OfferFree deliveryFree returns
- Polo Ralph Lauren Boys Size 16 Blue And White Striped Seersucker Chino ShortsOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Under Armour Golf Shorts Youth Boys Size 16 Black UA Logo Athletic Excellent!Opens in a new window or tabPre-Owned$17.99Buy It Now+$6.55 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$2.49Was: $9.9775% offBuy It Now+$5.99 deliveryFree returnsTop Rated Plus
- RALPH LAUREN Boys Size 16 Shorts POLO Classic Chino Khaki Excellent ConditionOpens in a new window or tabPre-Owned$10.71Was: $15.9933% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable WaistOpens in a new window or tabPre-Owned$22.64Was: $23.835% offor Best Offer+$5.80 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 16 Blue Twill Casual Classic Chino Preppy UniformOpens in a new window or tabPre-Owned$12.59Was: $17.9930% offor Best Offer+$6.99 deliveryFree returns
- OLD NAVY Shorts Youth 16 9" Stretch Cotton Mid Rise Walking Bermuda Navy BlueOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.98 deliveryFree returnsTop Rated Plus
- IZOD shorts boys 16 navy Blue Easy Care Adjustable waist classic preppy everydayOpens in a new window or tabPre-Owned$4.92Was: $9.8450% offor Best Offer+$7.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- NUKUTAVAKE Boys Size 16 Off White Cotton Adjustable Waist Chino Shorts NWTOpens in a new window or tabBrand New$19.27Was: $22.6715% offor Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16Opens in a new window or tabBrand New$39.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tabBrand New$34.49Buy It NowFree deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys' Slim Fit Preppy Chino Shorts - Big Kid Size- 16Opens in a new window or tabBrand New$28.00Buy It NowFree deliveryFree returnsTop Rated Plus
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