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- Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$7.00 deliveryLocated in United StatesExtra 15% off with coupon
- Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 deliveryLocated in United StatesFree 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United StatesFree 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 deliveryLocated in United StatesFree returnsSave up to 30% when you buy moreTop Rated Plus
- NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONYOpens in a new window or tabBrand New$36.99Buy It NowFree deliveryLocated in United StatesFree returns20% off 3+Top Rated Plus
- Vineyard Vines Navy Blue Performance Breaker Shorts Boys Size 14 EUC UniformOpens in a new window or tabPre-Owned$18.00or Best Offer+$5.00 deliveryLocated in United States
- 2 Pairs of Vineyard Vines Boys Shorts Size 6 Nantucket Red with Anchors & WhalesOpens in a new window or tabPre-Owned$29.99Buy It Now+$16.65 deliveryLocated in United States
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Top selling items from trusted sellers | Sponsored- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,249) 100%
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tab$29.50coachjustyou (2,249) 100%
- NWT Gap Kids Boys Pull On Soft Twill Short Mojave Desert Large (10/12)Opens in a new window or tab$13.99titan27279 (6,838) 99.8%
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft 14/16Opens in a new window or tab$13.29titan27279 (6,838) 99.8%
- Tommy Hilfiger Boys Shorts Pockets Navy Blue Size M 12/14Opens in a new window or tabPre-Owned$9.99Buy It NowFree deliveryLocated in United States
- SHAUN WHITE Boys Youth Size Large 12 Black 100% Cotton Cargo Bermuda ShortsOpens in a new window or tabPre-Owned$8.49Was: $9.9915% offor Best Offer+$5.85 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Cotton Twill Shorts Boys 14 Multicolored CP RL-93 Logo PonyOpens in a new window or tabPre-Owned$18.00Buy It Now+$5.80 deliveryLocated in United States
- Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch WaistOpens in a new window or tabPre-Owned$14.00or Best Offer+$4.41 delivery in 2-4 daysLocated in United States
- 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 deliveryLocated in United StatesFree returns
- 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 deliveryLocated in United States
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tabBrand New$34.49Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tabBrand New$29.50Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tabNew (Other)$15.29Was: $16.9910% offor Best OfferFree deliveryLocated in United States
- NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable WaistOpens in a new window or tabBrand New$17.99or Best Offer+$5.25 deliveryLocated in United States
- 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 daysLocated in United States
- Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray BlueOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.91 deliveryLocated in United States
- EUC Lot Of 2 Gap Kids Boy's Elastic Waistband Cotton Twill Shorts, Large (10-12)Opens in a new window or tabPre-Owned$22.00Buy It Now+$7.50 deliveryLocated in United States
- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Adj WaistOpens in a new window or tabPre-Owned$16.00Buy It Now+$5.00 deliveryLocated in United States
- POLO RALPH LAUREN Boys Chino Shorts Sz 6 Khaki Tan Preppy School Uniform NWTOpens in a new window or tabBrand New$22.00or Best Offer+$6.00 deliveryLocated in United States
- Wrangler Khakis Cargo Shorts Adjustable Waist Boys 5 And 6 NewOpens in a new window or tabBrand New$16.99Buy It Now+$7.35 deliveryLocated in United States
- Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green PreppyOpens in a new window or tabPre-Owned$5.82or Best Offer+$5.75 deliveryLocated in United States
- Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 deliveryLocated in United States
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12Opens in a new window or tabBrand New$12.59Was: $17.9930% offor Best OfferFree deliveryLocated in United States
- EUC Boys Vineyard Vines Striped Seersucker Shorts Sz-14Opens in a new window or tabPre-Owned$19.99Buy It NowFree deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returns4+ watchersTop Rated Plus
- Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach GolfOpens in a new window or tabPre-Owned$13.99Buy It Now+$7.01 deliveryLocated in United States
- Vineyard Vines Boys BurgeeFlag Embroidery Club Shorts Ocean Splash 14 Blue NWTOpens in a new window or tabBrand New$20.00Buy It Now+$5.80 deliveryLocated in United States
- Vineyard Vines Coral Bermuda Boys Kids Shorts Preppy 14 323 PreppyOpens in a new window or tabPre-Owned$12.95Buy It Now+$6.00 deliveryLocated in United States
- 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 deliveryLocated in United StatesExtra 10% off with coupon
- Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% CottonOpens in a new window or tabPre-Owned$16.00or Best Offer+$4.84 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 14 Beige Preppy Golf PonyOpens in a new window or tabPre-Owned$19.99or Best Offer+$10.10 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- NWT Brooks Brothers Big Boys Pull-On Fleece Shorts Coral Preppy 14Opens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
- 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 deliveryLocated in United States
- Polo Ralph Lauren Boys Shorts Sz L Color Blocked Double Knit Drawstring PreppyOpens in a new window or tabPre-Owned$19.90or Best Offer+$5.80 deliveryLocated in United States
- Boys Vineyard Vines Hawaiian Shorts 100% Cotton Size 16 * Large * X Large HawaiiOpens in a new window or tabPre-Owned$19.00or Best Offer+$6.80 deliveryLocated in United States
- The Children's Place Boys Khaki Navy Cargo Pull On Adjustable Shorts Sz 14 HuskyOpens in a new window or tabPre-Owned$19.99or Best Offer+$10.00 deliveryLocated in United States
- NWOT Place Kids Boys Beige Khaki Working Drawstrings Shorts Sz 6 cottonOpens in a new window or tabNew (Other)$8.95Buy It Now+$6.95 deliveryLocated in United States
- Nwt CLASS CLUB Dillard's MODERN FIT Boy's BLUE Stretch Twill CHINO Shorts Sz 14Opens in a new window or tabBrand New$10.80Was: $12.0010% offBuy It Now+$6.62 deliveryLocated in United States
- 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 deliveryLocated in United StatesExtra 15% off with coupon
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$13.67or Best Offer+$6.55 deliveryLocated in United States
- Garanimals Boys Sz 6 Shorts Red & Blue Plaid Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$4.00or Best Offer+$6.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- 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 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Seersucker Shorts Size 14 Boy Spring Summer Country Club PreppyOpens in a new window or tabPre-Owned$22.50or Best Offer+$8.71 deliveryLocated in United States
- Abercrombie & Fitch Gingham Plaid Shorts Boys Size 14 Blue White Bermuda PreppyOpens in a new window or tabPre-Owned$24.99or Best OfferFree deliveryLocated in United StatesFree returns
- U.S. Polo ASSN Boys Sz 6 Shorts Blue Dark Washed Denim Summer Preppy OutdoorOpens in a new window or tabPre-Owned$4.00or Best Offer+$7.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- NWT Gap Kids Boys Pull On Soft Twill Short Mojave Desert Large (10/12)Opens in a new window or tabBrand New$13.99Was: $19.9930% offor Best OfferFree deliveryLocated in United States
- Vineyard Vines Bermuda Shorts Boys Youth Size 14 Beige VERY GOODOpens in a new window or tabPre-Owned$9.99Buy It Now+$7.00 deliveryLocated in United States
- 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 deliveryLocated in United States
- GAP Kids Gray Seersucker Shorts, Size Large (10), NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.31 deliveryLocated in United States
- Wonder Nation Boy L 10/12 Shorts Tan Pull On Twill Stretch Neutral Summer PreppyOpens in a new window or tabPre-Owned$4.00or Best Offer+$6.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- 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 deliveryLocated in United States
- 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 deliveryLocated in United States
- OLD NAVY Boys Navy Blue Chino Shorts Size 6Opens in a new window or tabPre-Owned$5.00or Best Offer+$4.84 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 14 Navy Blue Preppy Golf PonyOpens in a new window or tabPre-Owned$19.99or Best Offer+$10.10 deliveryLocated in United States
- Tailor Vintage Boys Size 14 Pink Bermuda ShortsOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.99 deliveryLocated in United States
- Boys Vineyard Vines Club Khaki Golf Shorts 3H0141- Size 14Opens in a new window or tabPre-Owned$9.97or Best Offer+$4.71 deliveryLocated in United States
- 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 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Breaker Shorts Blue Twill Cotton Casual Stretch Youth Boys 14Opens in a new window or tabBrand New$49.99Buy It Now+$6.99 deliveryLocated in United States
- Janie & Jack Preppy Plaid Shorts Size 6Opens in a new window or tabPre-Owned$20.40Was: $24.0015% offor Best Offer+$6.35 deliveryLocated in United States
- Lucky Brand Pull On Cargo Shorts Kids Boys 6 Khaki Beige Side PocketsOpens in a new window or tabPre-Owned$12.60Was: $14.0010% offor Best Offer+$4.84 deliveryLocated in United States
- 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 deliveryLocated in United States
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts SalmonOpens in a new window or tabPre-Owned$24.95Buy It Now+$9.45 deliveryLocated in United States
- 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 deliveryLocated in United States
- Vineyard Vines Seersucker Boat Embroidered Shorts Boys 14 Adjustable WaistOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.55 deliveryLocated in United States
- 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 deliveryLocated in United States
- Nautica L Large 7 Boys Shorts Yellow Dress Summer PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 deliveryLocated in United States
- NWT Brooks Brothers Big Boys Pull-On Fleece Shorts Coral Preppy 14Opens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft 14/16Opens in a new window or tabBrand New$13.29Was: $18.9930% offor Best OfferFree deliveryLocated in United States
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