66 results
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$16.99or Best OfferFree delivery
- Vineyard Vines Shep & Ian Boys 14 Chino Shorts Light Blue Preppy Shorts GolfOpens in a new window or tabPre-Owned$22.00or Best OfferFree delivery
- Brooks Brothers Shorts Youth Boy 18 Patchwork Plaid Cotton 28x10 Preppy AcademiaOpens in a new window or tabPre-Owned$17.99Was: $19.9910% offBuy It Now+$5.26 delivery
- Preppy Boys Shorts - Lot of 2 - Size 14 - Crew Cuts and Lands' End - CottonOpens in a new window or tabPre-Owned$13.60Was: $16.0015% offor Best Offer+$5.80 delivery
- Vintage Ralph Lauren Polo Denim Shorts Chinos Short Boys Preppy 6Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.00 delivery
- Janie and Jack Boys Size 6 / Striped Seersucker Shorts, Adj Waist, Navy WhiteOpens in a new window or tabPre-Owned$8.99or Best Offer+$4.99 delivery
- Polo Ralph Lauren Shorts Boys 14 Brown Tan Chino Preppy Casual Kids YouthOpens in a new window or tabPre-Owned$15.00or Best OfferFree delivery
- Vineyard Vines Boys Kids 14 Blue Uniform Dress Shep Ian Chino Adjustable WaistOpens in a new window or tabPre-Owned$7.95Buy It Now+$5.95 delivery
- Wonder Nation Boys Sz 6 Shorts Navy Blue Chino Flat Front Stretch Preppy SummerOpens in a new window or tabPre-Owned$4.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Abercrombie Kids Shorts Lot Of 2 Boys Sz 13/14 Tan Cargo BlueOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.99 deliveryFree returns
- Boys Size 6 Madras Plaid Shorts Chino 100% Cotton Preppy Cruise Adjustable WaistOpens in a new window or tabPre-Owned$11.00or Best Offer+$6.55 delivery
- EUC Vineyard Vines Boys Size 14 Classic Bermuda Shorts Blue Embroidered LacrosseOpens in a new window or tabPre-Owned$14.95or Best Offer+$6.90 delivery in 2-4 days
- Hurley Shorts Boys 22 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offor Best Offer+$6.99 delivery in 2-3 daysFree returnsExtra 15% off with couponTop Rated Plus
- Crewcuts Shorts Youth Boys Size 14 Pink PreppyOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offBuy It Now+$5.26 delivery
- Vineyard Vines Boys Lobster Print Shorts Navy Blue & Red Size Size 14 ImmaculateOpens in a new window or tabPre-Owned$18.50or Best Offer+$7.35 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
- Vineyard Vines Boys Light Baby Blue Preppy Casual Chino Cotton Shorts Size 14Opens in a new window or tabPre-Owned$22.00or Best Offer+$5.99 delivery
- French Toast Boys Shorts Size 14 Tan Khaki Comfort Flex Elastic Waist StainOpens in a new window or tabPre-Owned$5.00or Best Offer+$5.62 delivery
- U.S. Polo ASSN Boys Sz 6 Shorts Blue Dark Washed Denim Summer Preppy OutdoorOpens in a new window or tabPre-Owned$7.00or Best Offer+$7.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Kids Crown & Ivy Navy Flat Front Adjustable Shorts Size 14 Preppy Uniform ChurchOpens in a new window or tabPre-Owned$5.95or Best Offer+$5.80 delivery
- 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
- Vineyard Vines Boys Size 14 Green Breaker Shorts Uniform School Preppy NauticalOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.49 delivery
- 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
- The Children's Place Boys Shorts Sz 6 Red Blue Pineapples Faded PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$7.31 delivery
- Lot Of 2 Old Navy Boys School Uniform Pants, Khaki Flat Front Adjustable Size 14Opens in a new window or tabPre-Owned$12.00Buy It Now+$11.07 delivery
- Vineyard Vines Bermuda Shorts Boys Youth Size 14 Beige VERY GOODOpens in a new window or tabPre-Owned$9.99Buy It Now+$7.00 delivery
- OLD NAVY Boys Navy Blue Chino Shorts Size 6Opens in a new window or tabPre-Owned$5.00or Best Offer+$4.84 delivery
- 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
- 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
- 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
- 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
- Vineyard Vines Boys Summer Twill Breaker Blue Adjustable Waist Shorts Size 14Opens in a new window or tabPre-Owned$16.00or Best Offer+$9.84 delivery
- Vineyard Vines Shorts Boys 14 Blue Embroidered Lacrosse Lax Casual Preppy CottonOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.80 delivery
- Polo Ralph Lauren Boys Shorts Sz 6 Khaki Green Gold Crests Embroidered PreppyOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.31 delivery
- Cherokee Cargo Shorts Adjustable Waist Boys Size 14Opens in a new window or tabBrand New$5.25Buy It Now+$6.99 deliveryExtra 10% off with coupon
- Polo Ralph Lauren Boys' White Chino Shorts Size 14Opens in a new window or tabPre-Owned$5.990 bids · Time left4d 17h+$6.40 delivery
- Lucky Brand Pull On Cargo Shorts Kids Boys 6 Khaki Beige Side PocketsOpens in a new window or tabPre-Owned$14.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14Opens in a new window or tabPre-Owned$17.00or Best Offer+$5.00 deliveryExtra 15% off with coupon
- 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
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- Boys Vineyard Vines Club Khaki Golf Shorts 3H0141- Size 14Opens in a new window or tabPre-Owned$9.97or Best Offer+$4.71 delivery
- NWT There Abouts Boys Size 14 Lexington Light Green Chino Shorts MSRP $32Opens in a new window or tabBrand New$19.99Buy It Now+$5.71 deliveryExtra 10% off with coupon
- Polo Ralph Lauren Boys Blue Chino Shorts Flat Front Sz 14 Preppy CoastalOpens in a new window or tabPre-Owned$9.80Was: $14.0030% offor Best Offer+$4.99 delivery
- Sz 18 Husky Boys Shorts, Khaki Chino 10" Inseam Flat Front NewOpens in a new window or tabNew (Other)$10.99or Best Offer+$5.80 delivery
- Vineyard Vines by Shep & Ian Boys Coral Shorts Size 18Opens in a new window or tabPre-Owned$9.95or Best Offer+$6.55 delivery
- Tailor Vintage Boys Size 14 Pink Bermuda ShortsOpens in a new window or tabPre-Owned$9.25or Best Offer+$6.99 deliveryExtra 10% off with coupon
- Janie & Jack Preppy Plaid Shorts Size 6Opens in a new window or tabPre-Owned$24.00or Best Offer+$6.35 delivery
- Lot of Two Pair Boys Preppy Shorts Sz 14 Tucker & Tate Tony HawkOpens in a new window or tabPre-Owned$14.00or Best Offer+$10.84 delivery
- Lot Of 2 Old Navy Boys School Uniform Pants, Khaki Flat Front Adjustable Size 14Opens in a new window or tabPre-Owned$12.00Buy It Now+$11.07 delivery
- Wrangler Khakis Cargo Shorts Adjustable Waist Boys 5 And 6 NewOpens in a new window or tabBrand New$16.99Buy It Now+$7.35 delivery
- 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
- 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
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts SalmonOpens in a new window or tabPre-Owned$24.95Buy It Now+$9.45 delivery
- Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWTOpens in a new window or tabBrand New$29.99Buy It Now+$5.50 delivery
- Johnnie-O Boys size 14 Chino shorts light blue preppyOpens in a new window or tabPre-Owned$18.00Buy It Now+$4.44 delivery
- 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
- Vineyard Vines Coral Bermuda Boys Kids Shorts Preppy 14 323 PreppyOpens in a new window or tabPre-Owned$12.95Buy It Now+$6.00 delivery
- URBAN PIPELINE youth size 14 plaid bermuda shorts walking tan preppy beige surfOpens in a new window or tabPre-Owned$11.99Buy It NowFree 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
- 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 Stone $59.50 Size 12 nd 14Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryFree returnsTop Rated Plus
- Buffalo David Bitton Boys Denim Parker Jean Shorts Fray Hem Distressed SZ 14Opens in a new window or tabPre-Owned$23.00or Best Offer+$7.50 delivery
- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.62 delivery
- Vineyard Vines Seersucker Boat Embroidered Shorts Boys 14 Adjustable WaistOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.55 delivery
- lot of 3 preppy boys shorts white, printed pink, khaki GAP/childrens pl size 14Opens in a new window or tabPre-Owned$24.000 bids · Time left1d 17hor Best Offer+$10.52 delivery
- Abercrombie & Fitch Gingham Plaid Shorts Boys Size 14 Blue White Bermuda PreppyOpens in a new window or tabPre-Owned$24.99or Best OfferFree deliveryFree returns
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