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- Ralph Lauren Shorts Boys 16 Green Yellow Colorblock Pony Preppy Vacation NEWOpens in a new window or tabBrand New$31.98Was: $39.9720% offor Best Offer+$6.99 delivery
- Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$5.50 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
- 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
- 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 deliveryFree returnsTop Rated Plus
- 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
- 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
- And1 | Boy’s Blue Basketball ShortsOpens in a new window or tabPre-Owned$15.00or Best OfferFree delivery
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$22.17or Best Offer+$6.55 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 5% off with couponTop Rated Plus
- Vintage Polo Ralph Lauren Shorts Tan Youth LargeOpens in a new window or tabPre-Owned$10.00Buy It Now+$6.10 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
- Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16Opens in a new window or tabBrand New$39.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable WaistOpens in a new window or tabPre-Owned$19.55Was: $21.6610% offor Best Offer+$5.80 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 16 Navy Blue NEW Chino UniformOpens in a new window or tabNew (Other)$20.00or Best Offer+$5.95 delivery
- Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill L (10/12) BlueOpens in a new window or tabBrand New$20.99Was: $29.9930% offor Best Offer+$5.80 delivery
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$14.57or Best Offer+$5.99 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
- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tabNew (Other)$18.99or Best OfferFree delivery
- Vineyard Vines Boys 16 Bermuda Shorts All Over Shark Print Logo Coral 28" x 9"Opens in a new window or tabPre-Owned$11.95or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy WesternOpens in a new window or tabPre-Owned$17.54Was: $21.9320% offor Best Offer+$8.19 deliveryFree returnsTop Rated Plus
- Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shortsOpens in a new window or tabBrand New$44.15Was: $55.1920% offBuy It Now+$9.45 delivery
- Gap Fit Lot of 2 Boys Shorts L 10 Navy Grey 1 Is NWTOpens in a new window or tabBrand New$17.99or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- 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
- Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$9.99 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
- 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
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts LargeOpens in a new window or tabBrand New$7.00or Best Offer+$31.40 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
- Vineyard Vines Boys Classic Club | Breaker | Blue Twill Shorts Sz 16Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 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
- Vineyard Vines pink preppy flat front kids 16 long shortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.79 delivery
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$14.39Was: $15.9910% offor Best Offer+$6.55 delivery
- Vineyard Vines Blue Embroidered Fish Breaker Shorts size Boy's 16 Coastal PreppyOpens in a new window or tabPre-Owned$28.00or Best Offer+$6.00 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
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$14.39Was: $15.9910% offor Best Offer+$6.55 delivery
