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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 deliveryExtra 15% off with coupon
- 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
- 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
- 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
- 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 delivery in 2-4 daysFree returnsSave up to 30% when you buy more
- Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray BlueOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.91 delivery
- 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 delivery
- 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 delivery
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- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tab$16.99julisant-58 (1,197) 99.7%
- NWT Gap Kids Boys Pull On Soft Twill Short Mojave Desert Large (10/12)Opens in a new window or tab$13.99titan27279 (6,510) 99.8%
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tab$34.49coachjustyou (2,245) 100%
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft 14/16Opens in a new window or tab$13.29titan27279 (6,510) 99.8%
- 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
- 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 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
- 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 delivery
- Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach GolfOpens in a new window or tabPre-Owned$12.59Was: $13.9910% offBuy It Now+$7.01 delivery
- Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X LargeOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.80 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
- 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
- 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 delivery
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$12.30Was: $13.6710% offor Best Offer+$6.55 delivery
- 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
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green XL L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returnsLast one
- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tabNew (Other)$16.99or Best OfferFree delivery
- NWOT Polo Ralph Lauren Boy's Madras-Print Fleece Checked Shorts - Size L (14-16)Opens in a new window or tabNew (Other)$49.00Buy It Now+$10.00 delivery
- 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 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
- 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
- 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 delivery
- Pantagonia Boys Fitz Stripe Board Shorts Swim Trunks Size 14 Beach Preppy ActiveOpens in a new window or tabPre-Owned$13.50Was: $18.0025% offBuy It Now+$4.71 delivery
- 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 delivery
- 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 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
- 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
- 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
- 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 delivery
- 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
- 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
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts SalmonOpens in a new window or tabPre-Owned$24.95Buy It Now+$9.45 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
- 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 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 Shorts Sz L Color Blocked Double Knit Drawstring PreppyOpens in a new window or tabPre-Owned$19.90or Best Offer+$5.80 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
- 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 delivery
- Wonder Nation Boy L 10/12 Shorts Tan Pull On Twill Stretch Neutral Summer PreppyOpens in a new window or tabPre-Owned$6.00or Best Offer+$6.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- 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 delivery
- 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 delivery
- Tailor Vintage Boys Size 14 Pink Bermuda ShortsOpens in a new window or tabPre-Owned$9.25or Best Offer+$6.99 delivery
- Boys Vineyard Vines Club Khaki Golf Shorts 3H0141- Size 14Opens in a new window or tabPre-Owned$9.97or Best Offer+$4.71 delivery
- 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 deliveryFree returns
- 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 delivery
- Vineyard Vines Shorts Boys 14 Blue Embroidered Lacrosse Lax Casual Preppy CottonOpens in a new window or tabPre-Owned$8.00Was: $10.0020% offor Best Offer+$4.80 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
- 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 Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.62 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
- 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
- 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 Seersucker Boat Embroidered Shorts Boys 14 Adjustable WaistOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.55 delivery
- Nautica L Large 7 Boys Shorts Yellow Dress Summer PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 delivery
- 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
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$12.30Was: $13.6710% offor Best Offer+$6.55 delivery
- 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 delivery
- 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
