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- Vineyard vines boys chino shorts classic fit flat front size 18 color greenOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.97 delivery
- J.Crew Crewcuts Shorts Kids 14 Set Of 3 Preppy Casual Quiet Money Normcore ChinoOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.53 delivery in 2-4 days
- Polo By Ralph Lauren Shorts Boys 18 Tan Vintage Classic Chino Preppy Mid RiseOpens in a new window or tabPre-Owned$21.97or Best Offer+$5.95 deliveryFree returnsExtra 15% off with couponTop 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
- Vineyard Vines Youth Boys Shorts Khaki Size 14 Cotton,Opens in a new window or tabPre-Owned$6.29or Best Offer+$8.71 delivery
- Polo Ralph Lauren Sailboat Terry Cloth Lightweight Drawstring Shorts Boy Size LOpens in a new window or tabBrand New$25.00Buy It NowFree delivery
- Old Navy Boys Black School Uniform Shorts Size 18 Knee Length PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.00 delivery in 2-3 daysSave up to 15% when you buy more
- VINEYARD VINES Boys Whale Embroidered Shorts Chinos Khaki Red EUC SIZE 14Opens in a new window or tabPre-Owned$19.99or Best Offer+$4.99 delivery
- NEW Polo Ralph Lauren Boys 14 White Chino Shorts BeltedOpens in a new window or tabBrand New$12.00Buy It Now+$5.75 delivery
- Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red BlueOpens in a new window or tabBrand New$21.24Was: $24.9915% offor Best Offer+$4.57 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINTOpens in a new window or tabPre-Owned$24.00Buy It Now+$6.99 delivery
- Ralph Lauren Polo Boys 18 Shorts Navy Blue Preppy Chino Cotton ClassicOpens in a new window or tabPre-Owned$10.79Was: $17.9940% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Under Armour Shorts Youth Boys Size 18 Mint Green Chino Golf Loose Fit SharpOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$6.45 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Youth Boys 18 Beige Low Rise Preppy ClassicOpens in a new window or tabPre-Owned$6.05Was: $11.0045% offor Best Offer+$8.95 delivery
- Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform ChinoOpens in a new window or tabPre-Owned$8.65Was: $12.3630% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWTOpens in a new window or tabBrand New$19.60Was: $28.0030% offor Best Offer+$9.00 deliveryFree returns
- Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy RuggedOpens in a new window or tabPre-Owned$10.88or Best Offer+$6.99 delivery
- Boys RALPH LAUREN Polo Sz 14 Shorts Madras Plaid Patchwork PreppyOpens in a new window or tabPre-Owned$19.49or Best Offer+$4.25 delivery
- VINEYARD VINES Boys Shorts Khakis Chinos Tan Gently Used SIZE 14Opens in a new window or tabPre-Owned$19.99or Best Offer+$4.99 delivery
- Abercrombie Fitch Boys Classic Chino Shorts Size 13/14 BlueOpens in a new window or tabPre-Owned$11.99or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- NWOT Tommy Hilfiger Boys Khaki Shorts Size 18 Twill Blend School Uniform BeigeOpens in a new window or tabNew (Other)$20.00or Best Offer+$5.00 delivery in 2-3 days
- UA UNDER AMOUR BOYS Showdown HeatGear Golf Dress Shorts 18 Yrs $39 BarleyOpens in a new window or tabPre-Owned$19.99or Best Offer+$8.35 delivery in 2-4 daysFree returnsTop Rated Plus
- RALPH LAUREN Vintage 80s Tartan Plaid Preppy Bermuda Shorts Youth Waist Sz 20Opens in a new window or tabPre-Owned$19.99Buy It Now+$6.20 delivery
- Levi's Shorts Boys 14 Red Cargo 100% cotton Preppy ClassicOpens in a new window or tabPre-Owned$12.79Was: $15.9920% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWTOpens in a new window or tabBrand New$20.00Buy It Now+$5.70 delivery
- Vineyard Vines Classic Whale USA Casual Shorts (Boys Size 18) Yellow PreppyOpens in a new window or tabPre-Owned$14.97Buy It Now+$6.84 delivery
- Janie and Jack Blue Pull On Linen Shorts Boys Size 14 NWTOpens in a new window or tabBrand New$17.00or Best Offer+$6.20 delivery
- Polo Ralph Lauren Shorts Youth Size 18 Color Block Preppy RetroOpens in a new window or tabBrand New$30.00or Best Offer+$4.71 delivery
- Janie and Jack Blue Pull On Linen Shorts Boys Size 14 NWTOpens in a new window or tabBrand New$17.99or Best Offer+$6.20 delivery
- Coogi Denim Jean Shorts 14 Kids Embroidered Logo Pockets Vintage 90s Hip HopOpens in a new window or tabPre-Owned$24.99or Best Offer+$9.45 delivery
- VTG Ralph Lauren The Andrew Short Classic Chino Boys Khaki Shorts Youth Size 14Opens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$16.65 deliveryExtra 25% off with coupon
- NWOT Crewcuts Boy’s Gramercy Seersucker 9” Shorts 14 Blue Stripe $50 AdjustableOpens in a new window or tabNew (Other)$19.99Buy It Now+$4.84 delivery
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returns
- Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14Opens in a new window or tabBrand New$30.79or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- IZOD Shorts Golf Youth Boys Size 18 Husky Solid Black Chino Golf LightweightOpens in a new window or tabPre-Owned$16.19Was: $17.9910% offor Best Offer+$6.45 deliveryFree returnsTop Rated Plus
- Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort StretchOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.55 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
- Vineyard Vines Youth Boys Shorts Khaki Size 14 CottonOpens in a new window or tabPre-Owned$15.50or Best Offer+$8.71 delivery
- Vineyard Vines Boys Girls Shorts Size 14 Ivory Khaki Adjustable Waist UniformOpens in a new window or tabPre-Owned$17.00or Best Offer+$7.35 delivery
- Polo Ralph Lauren Boys Shorts 14 Beige Classic Chino Bermuda ShortsOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.80 delivery
- Polo Ralph Lauren Boys Size 14 Navy Blue Chino ShortsOpens in a new window or tabPre-Owned$7.99or Best Offer+$5.10 deliveryFree returns
- Vineyard Vines Embroidered Surfboard Breaker Shorts Blue Boys Size 14 -NEWOpens in a new window or tabBrand New$28.99Buy It NowFree delivery
- Vineyard Vines Shorts Boys 18 Blue Classic Fit Stretch Breaker Short 28 x 9 NWTOpens in a new window or tabBrand New$20.99Was: $29.9930% offor Best Offer+$7.35 deliveryExtra 10% off with coupon
- Vineyard Vines Boys Green Classic Fit Club Shorts Preppy - Size 14 - NWTOpens in a new window or tabBrand New$15.99or Best Offer+$7.35 delivery
- Nwt Polo Ralph Lauren Boys 14 Navy Chino Shorts Belted Back To School UniformOpens in a new window or tabBrand New$19.00Buy It Now+$7.00 delivery
- Vineyard Vines Shorts Boys Size 18 aqua blue kids Preppy Beach Vacation TravelOpens in a new window or tabPre-Owned$20.92Was: $29.8830% offor Best Offer+$5.80 deliveryFree returnsTop Rated Plus
- Vineyard Vines Shep & Ian Size 18 Breaker Shorts Preppy 100% Cotton Mint GreenOpens in a new window or tabPre-Owned$11.25or Best Offer+$13.10 delivery
- Boys POLO Ralph Lauren Salmon Red Shorts S 14 Golf Preppy Flat Front 9" inseamOpens in a new window or tabPre-Owned$14.08Was: $16.0012% offor Best Offer+$4.25 delivery
- Youth Boys Vineyard Vines Breaker Shorts Khaki Size 14 Cotton Uniform "EUC"Opens in a new window or tabPre-Owned$14.00Buy It Now+$6.65 deliveryLast one
- Vineyard Vines Boys Performance Breaker Shorts Sz 14 Sailors Red youth salmonOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.35 delivery
- Vineyard Vines Boy's Size 14 White Cap Stretch 9.5” Breaker ShortsOpens in a new window or tabBrand New$27.99or Best Offer+$7.35 deliveryFree returns
- Vineyard Vines Blue Whale Breaker Shorts sz 16 Embroidery Beach Ocean PocketsOpens in a new window or tabPre-Owned$25.50Was: $30.0015% offor Best Offer+$6.55 deliveryFree returns
- Vineyard Vines Madras Plaid Shorts Boys Size 14 Preppy Summer ClassicOpens in a new window or tabPre-Owned$15.00or Best Offer+$6.84 delivery
- New Polo Ralph Lauren Boy's Basic Sand Stretch Bermuda Cotton Shorts size 14 NWTOpens in a new window or tabBrand New$14.94Was: $22.9935% offBuy It Now+$5.20 delivery
- Lands End Kids Pull On Shorts Nantucket Patchwork Madras Size L 10-12 NEWOpens in a new window or tabNew (Other)$9.99Buy It Now+$5.00 delivery
- Vineyard Vines Shep & Ian Boys Size 18 Pink Shorts Preppy Flat Front CasualOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.00 delivery
