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- Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki PreppyOpens in a new window or tabPre-Owned$21.89or Best Offer+$9.25 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
- Polo Ralph Lauren Shorts Boys 20 Green Cotton Classic Preppy Casual ChicOpens in a new window or tabPre-Owned$15.00Was: $29.9950% offor Best Offer+$5.80 deliveryFree returns
- Polo Ralph Lauren Boys Shorts Size 20Opens in a new window or tabPre-Owned$11.00or Best Offer+$6.36 delivery
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.88or Best Offer+$6.45 delivery
- Janie And Jack Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offor Best Offer+$4.84 deliveryBenefits charity
- Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch WaistOpens in a new window or tabPre-Owned$16.95or Best Offer+$7.95 delivery
- 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
- Polo Ralph Lauren Sailboat Terry Cloth Lightweight Drawstring Shorts Boy Size LOpens in a new window or tabBrand New$28.00Buy It NowFree delivery
- Janie and Jack White Shorts Size - 4 - Adjustable WaistOpens in a new window or tabPre-Owned$11.99Buy It Now+$4.71 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 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 Shorts RL 4T Boys Size Tan Cargo y2k tan great conditionOpens in a new window or tabPre-Owned$16.00or Best Offer+$7.00 delivery
- Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Buy It Now+$6.84 deliveryFree returns
- Vineyard Vines Youth Boys Shorts Khaki Size 14 Cotton,Opens in a new window or tabPre-Owned$6.99or Best Offer+$8.71 delivery
- Polo Ralph Lauren Big Boy/Youth Blue Shorts with Green Belt Size 20 NWOTOpens in a new window or tabNew (Other)$30.00or Best Offer+$8.79 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
- 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
- Polo Ralph Lauren Older Boys Size 20 Twill Cargo Khaki ShortsOpens in a new window or tabPre-Owned$20.00Buy It Now+$4.71 delivery
- Polo Ralph Lauren Logo Tan Khaki Boys Shorts Preppy Sz 20 Zipper and DrawstringOpens in a new window or tabBrand New$25.00or Best Offer+$9.25 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
- Cambridge Classics Boys Shorts Size 4 Black School Preppy Chino Flat FrontOpens in a new window or tabPre-Owned$2.69Was: $8.9570% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's Khaki Shorts Size 20 Preppy Casual PonyOpens in a new window or tabPre-Owned$18.99or Best OfferFree delivery
- 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
- 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
- NEW Polo Ralph Lauren Boys 14 White Chino Shorts BeltedOpens in a new window or tabBrand New$12.00Buy It Now+$5.75 delivery
- 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
- 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
- Vineyard Vines Nantucket Red Club Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Buy It Now+$6.84 deliveryFree returns
- 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
- 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
- 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
- Boys Ralph Lauren Classic POLO Chino Cargo Shorts Size 20 Inseam 11" Navy PreppyOpens in a new window or tabPre-Owned$19.36Was: $22.0012% offor Best Offer+$6.75 delivery
- Vineyard Vines Youth Boys Shorts Khaki Size 14 CottonOpens in a new window or tabPre-Owned$15.50or Best Offer+$8.71 delivery
- Polo Ralph Lauren Boys Shorts 4T Seersucker Striped Blue & White, Nautical FlagsOpens in a new window or tabPre-Owned$14.00or Best Offer+$8.71 delivery
- Janie & Jack Boys Navy Stripe Shorts Size 4 Adjustable WaistOpens in a new window or tabPre-Owned$12.00Buy It Now+$4.71 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
- 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
- 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
- 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
- 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 Boys Performance Breaker Shorts Sz 14 Sailors Red youth salmonOpens in a new window or tabPre-Owned$18.99or 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
- 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
- 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
- Janie And Jack Boys Classic Preppy Navy Blue Sailboat Shorts Size 4Opens in a new window or tabPre-Owned$14.99or Best Offer+$5.99 delivery
- Polo RALPH LAUREN Boys 20 NAVY Chino Classic Fit Dress SHORTS Belt Coin PocketOpens in a new window or tabBrand New$33.33or Best OfferFree delivery
- Polo Ralph Lauren | Boy 20 | White Classic Chino Shorts Blue Embroidered PonyOpens in a new window or tabPre-Owned$35.99or Best Offer+$10.85 delivery
- POLO RALPH LAUREN BOYS BLUE CHINO SHORTS SIZE 20 EXCELLENT CONDOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.80 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
- Polo RALPH LAUREN Boys 20 BEIGE Chino Classic Fit Dress SHORTS Belt Coin PocketOpens in a new window or tabNew (Other)$44.44or Best OfferFree delivery
- NWT Castaway Nantucket Island Boys Youth Shorts Size 20 Cotton Casual SummerOpens in a new window or tabBrand New$24.99or Best Offer+$12.71 deliveryFree returnsExtra 10% off with coupon
- 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
- 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
- JANIE & JACK Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$15.00or Best Offer+$14.10 delivery
- Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4TOpens in a new window or tabBrand New$21.13Was: $22.978% offBuy It NowFree delivery
- Hudson boys 20 Chino Cut Off Flat Front Shorts Preppy Blue Stretch Jean classicOpens in a new window or tabPre-Owned$6.00or Best Offer+$6.10 delivery in 2-4 days
- 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
