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- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99Buy It Now+$5.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Little Britches Boy's Ole Miss Gingham Shorts Size 3T Preppy Ole Miss ShortsOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$6.40 deliveryExtra 5% off with coupon
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Polo Ralph Lauren Shorts Boys Size 20 Beige Khaki Chino Casual Preppy YouthOpens in a new window or tabPre-Owned$14.66Was: $20.9530% offBuy It Now+$7.00 delivery
- 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
- NWT NIKE AIR JORDAN JUMP Boys BASKETBALL SHORTS Youth Sz L Dri-fit Gym SportOpens in a new window or tabBrand New$18.00or Best Offer+$5.00 deliveryLast one
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offor Best Offer+$6.00 delivery in 2-4 daysFree returnsTop Rated Plus
- Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4Opens in a new window or tabPre-Owned$18.88or Best Offer+$13.10 delivery
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$12.26Was: $14.9518% offor Best Offer+$5.50 delivery in 2-4 days
- Denizen By Levi’s Boys Cargo Shorts Size 30 Academia Preppy Uniform KhakiOpens in a new window or tabBrand New$9.99or Best Offer+$8.24 delivery
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 delivery
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$24.43Was: $28.7415% offor Best Offer+$9.45 delivery
- Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual PreppyOpens in a new window or tabPre-Owned$9.71Was: $12.9425% offor Best Offer+$6.29 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Shorts Size 20Opens in a new window or tabPre-Owned$11.00or Best Offer+$6.36 delivery
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$8.99Was: $9.9910% offor Best Offer+$6.99 deliveryFree returns
- 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 in 2-4 days
- Janie and Jack White Shorts Size - 4 - Adjustable WaistOpens in a new window or tabPre-Owned$11.99Buy It Now+$4.71 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
- Vintage Polo Ralph Lauren Shorts Tan Youth LargeOpens in a new window or tabPre-Owned$10.00Buy It Now+$6.10 delivery
- Janie and Jack Connor Linen Lilac Shorts Sz 2 Toddler Boys Small Flat Front $39Opens in a new window or tabBrand New$9.99Buy It Now+$5.25 delivery
- Hanna Andersson Boys 4 Green Baggy Terry Shorts Drawstring 100% CottonOpens in a new window or tabPre-Owned$14.00or Best Offer+$4.84 delivery
- Kappa Boys 4T Sweatshorts Tie Dye Yellow/Blue French Terry Cotton Pull-OnOpens in a new window or tabPre-Owned$16.00or Best Offer+$6.15 delivery in 2-4 days
- Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam PreppyOpens in a new window or tabPre-Owned$15.77or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Boys 20 BlueOpens in a new window or tabPre-Owned$9.00or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- J Crew Crewcuts Boys Size 4 Seersucker Green Shorts Striped, EUCOpens in a new window or tabPre-Owned$4.99Was: $9.9950% offBuy It Now+$4.99 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
- Tommy Hilfiger Boys Size 20 Husky Navy Blue Shorts Uniform PreppyOpens in a new window or tabPre-Owned$13.00Buy It Now+$5.00 delivery
- Mini Boden Boy's Techno Shorts Size 4Y Bermudas Brown Blue PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$5.50 delivery
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$6.44or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Janie and Jack Soft Taupe Camo Stretch Twill Shorts Boys 4 NEWOpens in a new window or tabBrand New$11.99Buy It Now+$4.00 delivery
- Under Armour Match Play Shorts Boys Size Large Black Plaid Adjustable Waist PockOpens in a new window or tabPre-Owned$16.89Buy It Now+$5.40 delivery
- Brooks Brothers Blue Aqua Miami Dolphins Boys Chino Shorts Size 18 Golf EUCOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Unisex Palm TreesOpens in a new window or tabBrand New$24.70Was: $29.0615% offor Best Offer+$8.85 delivery
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$15.00or Best Offer+$7.35 delivery
- Tommy Bahama Boys Shorts Small 5-6 Beige Pull On Pockets Preppy Casual OutdoorOpens in a new window or tabPre-Owned$9.79or Best Offer+$5.25 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Terry Shorts Youth Large W28 X 7.5" White Big Pony AthleisureOpens in a new window or tabPre-Owned$30.00or Best Offer+$8.99 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 Chino Shorts Youth Boys Size 20 Fits 30x11 Beige Preppy CasualOpens in a new window or tabPre-Owned$23.64Was: $24.885% offor Best Offer+$5.95 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.75or Best Offer+$6.40 delivery
- Classic Prep children’s wear boys preppy jungle shorts size 2TOpens in a new window or tabPre-Owned$10.00Buy It Now+$4.50 delivery
- Polo Ralph Lauren Pink Preppy Oxford Bermuda Shorts Young Men's 20 30 WaistOpens in a new window or tabBrand New$50.60Buy It Now+$7.35 delivery
- Lot of 2 Shorts Boys Sz S 6-7 Cargo Athletic Old Navy All In Motion Gray OrangeOpens in a new window or tabPre-Owned$9.80or Best Offer+$5.99 delivery
- Polo Ralph Lauren Kids Boys Blue Sweat Shorts Size Small (8) RL-YC 100% CottonOpens in a new window or tabPre-Owned$17.04or Best Offer+$10.55 deliveryExtra 20% off with coupon
- 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 Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$15.00Buy It NowFree delivery
- Polo Ralph Lauren Boys Straight Fit Stretch Golf Shorts Size 4 NewOpens in a new window or tabBrand New$25.00or Best Offer+$6.55 delivery
- Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size L 14-16 Large Drawstring NWTOpens in a new window or tabBrand New$39.90Buy It Now+$7.35 delivery10 watchers
- 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
- NWT Bundle Of 3!! cat and jack boys shorts. Navy size 4. Adjustable waistOpens in a new window or tabBrand New$24.00or Best Offer+$4.84 delivery
