88 results
- Ralph Lauren Shorts Boys 16 Green Yellow Colorblock Pony Preppy Vacation NEWOpens in a new window or tabBrand New$39.97or Best Offer+$6.99 delivery
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- 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
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- Polo Ralph Lauren All Over Pony Striped Shorts Boy's 16 Blue White Chino PreppyOpens in a new window or tabPre-Owned$14.95Buy It Now+$6.95 delivery
- Polo Ralph Lauren Boys Blue Fine Stripe All Over Pony ShortsOpens in a new window or tabBrand New$20.99Was: $29.9930% offBuy It Now+$8.71 delivery4+ watchers
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- Vineyard Vines Performance Shorts Boys Olive Green Size 16 Whale PreppyOpens in a new window or tabPre-Owned$21.66or Best Offer+$13.45 delivery
- Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable ShortsOpens in a new window or tabBrand New$29.99or Best Offer+$8.71 delivery
- 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
- VINEYARD VINES By Shep & Ian Pastel Pin Stripe Bermuda Board Shorts Boys Size 18Opens in a new window or tabPre-Owned$18.00or Best Offer+$5.95 delivery
- 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
- Vineyard Vines Shorts Boys 18 Blue Embroidered Lacrosse Casual Preppy CottonOpens in a new window or tabPre-Owned$7.58Was: $18.9560% offor Best Offer+$6.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
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- Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable PreppyOpens in a new window or tabPre-Owned$7.00or Best Offer+$7.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Hurley Nike Dri-Fit Mens Boys 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.84 delivery
- janie and jack boys new with tags size 16 red elastic waist chino shortsOpens in a new window or tabBrand New$22.000 bids · Time left8d 1h$28.60Buy It Now+$8.71 delivery
- Cat & Jack Boys Pink White Tiger Palm Print Flat Front Stretch Chino Shorts 16Opens in a new window or tabPre-Owned$15.00or Best Offer+$7.25 delivery
- Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable ShortsOpens in a new window or tabBrand New$7.99Buy It Now+$7.35 delivery
- Polo Ralph Lauren Boy’s Madras Plaid Cotton Shorts Blue Red White Green Size 16Opens in a new window or tabPre-Owned$18.88or Best Offer+$13.10 delivery
- 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
- Abercrombie Kids-Boys Drawstring Sweat Shorts Sz.15-16/Blue/Cotton Blend/PocketsOpens in a new window or tabBrand New$24.59Buy It Now+$8.99 delivery
- AFTCO Boy fish Shorts Youth Med Coral Pink Flat Nylon 6” Inseam EUC Preppy NiceOpens in a new window or tabPre-Owned$15.000 bids · Time left5d 20hor Best Offer+$4.84 delivery
- Vineyard Vines Shorts Youth 16 Blue Performance Chino Preppy Stretch Golf BoysOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.00 delivery
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$17.07Was: $22.1723% offor Best Offer+$6.55 delivery
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$15.00or Best Offer+$12.71 delivery
- Polo Ralph Lauren Shorts Boys 18 Red Chino Flat Front PreppyOpens in a new window or tabPre-Owned$10.55or Best Offer+$6.15 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11Opens in a new window or tabPre-Owned$16.19or Best Offer+$7.35 delivery
- Ralph Lauren Polo Madras Plaid Patchwork Preppy Bermuda Shorts Boys Size 18Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 delivery
- NEW Polo Ralph Lauren Boys Preppy Canvas Shorts Drawstring Blue Balloon Sz 18Opens in a new window or tabBrand New$24.99Buy It NowFree delivery
- 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 deliveryFree returnsTop Rated Plus
- Ralph Lauren Polo Boys 18 Shorts Navy Blue Preppy Chino Cotton ClassicOpens in a new window or tabPre-Owned$17.99or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- 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 Shorts RL 1967 Boys Size 16 White Cargo Rip Stop MilitaryOpens in a new window or tabPre-Owned$13.99or Best Offer+$6.99 delivery
- Vineyard Vines Bermuda Shorts Boys Size 18 Green Blue Tartan Plaid Golf PreppyOpens in a new window or tabPre-Owned$14.95or Best Offer+$6.75 deliveryFree returnsExtra 15% off with coupon
- Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!Opens in a new window or tabPre-Owned$24.99Buy It NowFree delivery
- Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWTOpens in a new window or tabBrand New$18.20Was: $28.0035% offor Best Offer+$9.00 deliveryFree returns
- Vineyard Vines Shorts Boys Size 18 Blue Chino Whales Casual Preppy StretchOpens in a new window or tabPre-Owned$9.50Was: $18.9950% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
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- NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf CasualOpens in a new window or tabBrand New$19.90or Best Offer+$6.55 delivery
- Brooks Brothers Shorts Boy’s Size Youth 18 Seersucker Striped Bermuda 10" InseamOpens in a new window or tabPre-Owned$12.500 bids · Time left4d 20hor Best Offer+$4.84 delivery
- Vineyard Vines Shorts Boys 18 Blue Embroidered Lacrosse Casual Preppy CottonOpens in a new window or tabPre-Owned$9.95Buy It Now+$4.84 delivery
- POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 18 Navy Blue NEW Chino UniformOpens in a new window or tabBrand New$15.00or Best Offer+$5.95 deliveryExtra 15% off with coupon
- Polo Ralph Lauren Shorts Boys Size 16 Gray Pockets Flat Front PreppyOpens in a new window or tabPre-Owned$10.99or Best Offer+$7.35 delivery
- Polo Ralph Lauren Shorts Boys Size 16 Blue Pockets Flat Front PreppyOpens in a new window or tabPre-Owned$10.99or Best Offer+$7.35 delivery
- Polo Ralph Lauren Shorts Boys Size 16 White Pockets Flat Front PreppyOpens in a new window or tabPre-Owned$10.99or Best Offer+$7.35 delivery
- Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$9.99 delivery
- NEW POLO RALPH LAUREN CHAMBRAY PREPPY COTTON SHORTS BOYS SZ 16Opens in a new window or tabBrand New$30.00or Best Offer+$4.00 delivery
- Vineyard Vines Boys Sherbet Green Shorts 10.75" Inseam NEWOpens in a new window or tabNew (Other)$12.99or Best Offer+$6.00 delivery
- Polo Ralph Lauren Boys Preppy Canvas Shorts Blue Balloon Sz 18 - NWTOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo NewOpens in a new window or tabBrand New$8.65Was: $12.3630% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Preppy Canvas Shorts Nevis Sz 16 - NWTOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Vineyard Vines Boys Performance Chino Shorts Golf Navy Pockets Preppy Size 16Opens in a new window or tabPre-Owned$24.99Buy It Now+$4.99 delivery
- Boys Blue Vineyard Vines Preppy Embroidered Cotton Shorts Size 16 EUCOpens in a new window or tabPre-Owned$19.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Boys Preppy Canvas Shorts Blue Balloon Sz 16 - NWTOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Polo Ralph Lauren Boys Preppy Canvas Shorts Nevis Sz 18 - NWTOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Boy's Ralph Lauren Off-White Shorts Size 18-NWTOpens in a new window or tabBrand New$14.99Buy It Now+$6.99 deliveryLast one
- Polo Ralph Lauren Boy’s Pink Preppy Bermuda Long Shorts 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.90 delivery
- Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy GolfOpens in a new window or tabBrand New$16.40Was: $21.8725% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Abercrombie Shorts Boys 16 Blue GreenWhite Plaid Cargo Casual Youth 30x10Opens in a new window or tabPre-Owned$7.48Was: $14.9650% offor Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Abercrombie Shorts Boys 16 Red Blue White Plaid Cargo Casual Preppy Youth 30x10Opens in a new window or tabPre-Owned$7.48Was: $14.9650% offor Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Pastel Green 100% Cotton Boys Preppy Chino Shorts Size 18Opens in a new window or tabPre-Owned$19.99or Best Offer+$5.70 delivery
- Boys Ralph Lauren Classic Polo Chino Shorts 18 29 in waist White Navy Ponys GolfOpens in a new window or tabPre-Owned$20.87Was: $23.9913% offor Best Offer+$5.25 delivery
- 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
- Vineyard Vines Boys Break Shorts Stretch Navy sz 16 READ Classic Preppy NeutralOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
- Arizona Plaid Shorts Black/Gray/Blue Boys Size 18 Slim Msrp $38.00 PreppyOpens in a new window or tabPre-Owned$8.40Was: $12.0030% offor Best Offer+$5.80 delivery
- Vineyard Vines Boys Size 18 Shorts Pink Preppy Beach Cotton Flat Front CasualOpens in a new window or tabPre-Owned$10.49Was: $14.9930% offor Best Offer+$8.20 delivery
- Polo Ralph Lauren boys white cotton pony logo embroidered tie preppy shorts Sz MOpens in a new window or tabPre-Owned$29.99or Best Offer+$5.99 delivery
- 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
- Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 16 NWTOpens in a new window or tabBrand New$19.99Buy It Now+$7.35 delivery
- Vineyard Vines Shorts Boy 16 Pink Performance Quick Dry Stretch GolfOpens in a new window or tabPre-Owned$19.50or Best OfferFree delivery
- True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed DistressedOpens in a new window or tabPre-Owned$16.99or Best Offer+$9.99 deliveryFree returns
- Brooks Brothers Blue Aqua Miami Dolphins Boys Chino Shorts Size 18 Golf EUCOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
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