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- Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist PreppyOpens in a new window or tabPre-Owned$19.95or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Shorts Boys size 14 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
- Polo Ralph Lauren Boys 8 Classic Chino Shorts Flat Front Navy Khaki Lot of 2Opens in a new window or tabPre-Owned$19.99Was: $24.9920% offBuy It Now+$9.70 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring YouthOpens in a new window or tabPre-Owned$11.49or Best Offer+$7.35 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 EmbroideredOpens in a new window or tabPre-Owned$37.50or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$12.74Was: $16.9925% offor Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring WaistOpens in a new window or tabPre-Owned$5.60Was: $7.0020% offor Best Offer+$4.98 deliveryFree returnsTop Rated Plus
- Old Navy Boys Patchwork Shorts Bermuda Madras Plaid Size 8Opens in a new window or tabPre-Owned$17.98or Best Offer+$5.95 deliveryFree returns
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- Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered LogoOpens in a new window or tabPre-Owned$19.95Buy It Now+$9.45 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" InseamOpens in a new window or tabPre-Owned$9.99or Best Offer+$7.02 deliveryFree returnsTop Rated Plus
- J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsExtra 40% off with couponTop Rated Plus
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- NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy BlueOpens in a new window or tabBrand New$16.00Was: $20.0020% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual PreppyOpens in a new window or tabPre-Owned$15.99Was: $19.9920% offor Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer ChinoOpens in a new window or tabPre-Owned$9.09Was: $12.9930% offor Best Offer+$6.95 delivery in 2-4 daysFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14Opens in a new window or tabBrand New$30.79or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red BlueOpens in a new window or tabBrand New$21.24Was: $24.9915% offBuy It Now+$4.57 deliveryFree returnsTop Rated Plus
- 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
- Polo Ralph Lauren Boys Size 8 Yellow Flat Front Chino ShortsOpens in a new window or tabPre-Owned$22.98or Best Offer+$5.95 deliveryFree returns
- Lands’ End Boys Bermuda Shorts Size 10-14 Lot of 2 Summer Beach VacationOpens in a new window or tabPre-Owned$11.90or Best Offer+$5.65 deliveryFree returnsExtra 30% off with couponTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Boys 14 Beige Pockets Buckle Casual Loose Baggy*Opens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14Opens in a new window or tabBrand New$19.99Was: $39.9950% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
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- Ecko Unltd Kids Jean Shorts & Tee Size 12M Blue Denim Casual Summer Boys NWTOpens in a new window or tabBrand New$24.70Was: $26.005% offor Best Offer+$10.00 deliveryFree returnsTop Rated Plus
- Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)Opens in a new window or tabPre-Owned$11.49or Best Offer+$6.55 deliveryFree returnsExtra 15% off with couponTop 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 returns4+ watchersTop Rated Plus
- Tommy Hilfiger Shorts Boys Size 14 Olive Green Stretch Preppy ClassicOpens in a new window or tabNew (Other)$11.98Was: $14.9820% offBuy It Now+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRLOpens in a new window or tabPre-Owned$16.24Was: $24.9935% offor Best Offer+$6.99 deliveryFree returnsTop 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
- Polo Ralph Lauren Shorts Boys 14 25 Red White Blue Plaid 9" Inseam Chino IndiaOpens in a new window or tabPre-Owned$14.87or Best Offer+$9.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 14 White Cargo Short Classic PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.25 deliveryFree returnsTop Rated Plus
- Cat & Jack Boys Shorts Summer Pants Size 8 Gray Chino Active Uniform PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$7.99 deliveryFree returnsExtra 8% off with couponTop Rated Plus
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- Janie and Jack Boys 14 Adjustable Cotton Bermuda Short Texture Navy Blue PreppyOpens in a new window or tabPre-Owned$14.21Was: $18.9525% offor Best Offer+$6.36 deliveryFree returns
- David Brooks Shorts Boys 8 Whales Bermuda Straight Cotton Sailing Preppy DockOpens in a new window or tabPre-Owned$18.00or Best Offer+$5.80 deliveryFree returnsTop Rated Plus
- Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 deliveryFree returns
- 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
- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Lucky Brand Shorts Boys Size 14 Tan Chino Flat Front Bermuda Twill StretchOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Quicksilver Amphibian Shorts Regular Fit Tan Size 28/14 Dry Flight Water RepelOpens in a new window or tabPre-Owned$14.88or Best Offer+$7.95 deliveryFree returns
- Vineyard Vines Boys Aqua Blue Stretch Chino Shorts Size 14 Adjustable Waist EUCOpens in a new window or tabPre-Owned$16.00Buy It Now+$7.50 deliveryFree returns
- Vintage Y2K Mecca Shorts Boys 14 Raw Blue Jean Denim Stretch Fit Moto StreetwearOpens in a new window or tabPre-Owned$19.99Was: $24.9920% offor Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boy Youth 8 Chino Cargo Preppy Baggy Loose Khaki BeigeOpens in a new window or tabPre-Owned$14.97Buy It Now+$6.99 deliveryFree returnsTop Rated Plus
- VINTAGE Ralph Lauren Polo Shorts Men 14 White Cargo Chino Flap Pockets NWT *Opens in a new window or tabNew (Other)$11.04Was: $16.9935% offor Best Offer+$5.90 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- Vineyard Vines Boys Shorts Size 14 Green 100% Cotton BermudaOpens in a new window or tabPre-Owned$10.99or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Denim Shorts Jorts 100% Cotton 10" Inseam Preppy Boys 14Opens in a new window or tabPre-Owned$19.98or Best Offer+$5.62 deliveryFree returnsTop Rated Plus
- 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
- J.Crew Crewcuts Sz 8 Slim Seersucker Adj Waist Shorts Blue White 5 Pocket EUCOpens in a new window or tabPre-Owned$15.99Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- New! Under Armour Shorts Boys 14 Blue Chino Loose Fit ActivewearOpens in a new window or tabBrand New$22.87or Best Offer+$6.49 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Urban Pipeline Shorts Boys Size 14 Pale Yellow Flat Front Adjustable Waist NWTOpens in a new window or tabBrand New$6.00Was: $14.9960% offor Best Offer+$6.99 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- The Children's Place Boys Shorts Multicolor Patches 8 CottonOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- Gap Kids Boys Size 8 Blue Star Print Chino ShortsOpens in a new window or tabPre-Owned$13.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Childrens Place Shorts Boys Size 8 Plaid Blue, Teal, Navy Preppy Academia SchoolOpens in a new window or tabPre-Owned$3.74Was: $4.9925% offor Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Size 14 Flat Front Bermuda Shorts Youth Coral Pink PreownedOpens in a new window or tabPre-Owned$13.99or Best Offer+$4.95 deliveryFree returnsTop Rated Plus
- Boys 8 Ruff Hewn Khaki Shorts Tan Casual Youth Euc Adjustable Waist ChinosOpens in a new window or tabPre-Owned$4.85Was: $5.7015% offor Best Offer+$6.55 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Vineyard Vines Boy's Size 14 White Cap Stretch 9.5” Breaker ShortsOpens in a new window or tabBrand New$27.99or Best Offer+$7.35 deliveryFree returns
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tabBrand New$29.50Buy It NowFree deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy Size 14 Shorts Chino Blue Shorts Classic Flat Front U54Opens in a new window or tabPre-Owned$17.95or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Old Navy khaki shorts Boys 14 chino euc tan adjustable Basic CasualOpens in a new window or tabPre-Owned$6.79Was: $7.9915% offor Best Offer+$7.35 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Size 14 Navy Blue Chino ShortsOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.10 deliveryFree returnsTop Rated Plus
- Vineyard Vines Shep & Ian Boys Size 14 Khaki Beige Shorts Stretch Comfort HikingOpens in a new window or tabPre-Owned$12.88or Best Offer+$8.71 deliveryFree returns
- Boys Plaid Shorts J. Khaki Green Black Chino Size 8 Adjustable Zip PreppyOpens in a new window or tabPre-Owned$8.99Was: $11.9925% offor Best Offer+$4.84 deliveryFree returnsTop Rated Plus
- Vineyard Vines Bermuda Chino Shorts Boys Size 14 Ivory Flat Front CottonOpens in a new window or tabPre-Owned$18.98or Best Offer+$6.75 deliveryFree returns
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Shorts Chino 14 Cotton Mint Green Bermuda Flat FrontOpens in a new window or tabPre-Owned$17.98or Best Offer+$5.95 deliveryFree returns
- Levi's Shorts Boys 14 Red Cargo 100% cotton Preppy ClassicOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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
- Polo Ralph Lauren Boys Shorts 14 Bermuda Chino Khaki Tan Pony Logo Flat FrontOpens in a new window or tabPre-Owned$11.20Was: $14.0020% offor Best Offer+$6.99 deliveryFree returnsExtra 22% off with coupon
- Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform ChinoOpens in a new window or tabPre-Owned$15.99Was: $22.8430% offor Best OfferFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Shorts Boys 14 Blue White Twill Casual Chino Preppy Outdoor WhaleOpens in a new window or tabPre-Owned$16.99or Best Offer+$6.99 deliveryFree returns
- 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
- Faded Glory Shorts Youth Boy's White Plaid Adjustable Waist Size 8 PreppyOpens in a new window or tabPre-Owned$4.50or Best Offer+$7.95 deliveryFree returns
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