70 results
- Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green $59.50 size12,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United StatesFree returns3+ watchersTop Rated Plus
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$11.99or Best Offer+$6.95 deliveryLocated in United States
- Polo Ralph Lauren Madras Patchwork Prospect & Preppy plaid shorts boy's size 10Opens in a new window or tabPre-Owned$23.00or Best Offer+$8.71 deliveryLocated in United States
- Old Navy Boys Size 12 Navy Blue Shorts NWT School Uniform Dressy PreppyOpens in a new window or tabBrand New$13.49Was: $14.9910% offBuy It NowFree deliveryLocated in United States
- Johnnie-O Shorts Boys 10 Green Twill Youth Adjustable Waist Chino Preppy CasualOpens in a new window or tabPre-Owned$13.95or Best Offer+$5.01 deliveryLocated in United StatesFree 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 deliveryLocated in United States
- J.Crew Crewcuts BOYS COTTON Dinosaurs SHORT, Size 12. Olive GreenOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.02 deliveryLocated in United States
- Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.49 deliveryLocated in United States
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.000 bids · Time left5d 15hor Best Offer+$4.99 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returns1+ watchersTop Rated Plus
- Polo Ralph Lauren Boys Size 10 Khaki Shorts Polo Crest Green Number 5 PreppyOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.02 deliveryLocated in United States
- Ralph Lauren preppy plaid blue multicolor chino boys shorts size 12Opens in a new window or tabPre-Owned$23.00or Best Offer+$8.75 deliveryLocated in United States
- Brooks Brothers 346 Boys Youth 12 Red Shorts Lighthouse Embroidery Preppy ChinoOpens in a new window or tabPre-Owned$12.76Was: $18.2330% offor Best Offer+$8.75 deliveryLocated in United StatesFree returnsTop Rated Plus
- GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10Opens in a new window or tabPre-Owned$19.98or Best Offer+$7.80 deliveryLocated in United StatesFree returnsTop Rated Plus
- Boys shorts size 10, dress shorts, school shorts, preppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.20 deliveryLocated in United States
- Gap Kids Shorts Size 12 Easy Fit Adjustable Waist Chino 7" Inseam Stone BeigeOpens in a new window or tabPre-Owned$15.99Buy It Now+$6.95 deliveryLocated in United States
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$24.00or Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Under Armour Golf Shorts Boys Size 12 Khaki ChinoOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.02 deliveryLocated in United States$5 off 2+ with coupon
- Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front PreppyOpens in a new window or tabPre-Owned$11.99or Best Offer+$6.99 deliveryLocated in United States
- Polo Ralph Lauren Boys Kids Stretch Twill Cargo Shorts Tan Khaki Size 12Opens in a new window or tabPre-Owned$17.99or Best Offer+$7.95 deliveryLocated in United States
- Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia SummerOpens in a new window or tabPre-Owned$18.88or Best Offer+$7.85 deliveryLocated in United StatesExtra 18% off with coupon
- Polo Ralph Lauren Plaid Madras Cotton Shorts Blue Red Kids Size 10Opens in a new window or tabPre-Owned$11.99Was: $15.9925% offBuy It Now+$4.99 deliveryLocated in United States
- Abercrombie Kids Khaki Shorts Sz 12 Board Skater Vintage Preppy Teen Tween Y2KOpens in a new window or tabPre-Owned$10.23or Best Offer+$11.05 deliveryLocated in United States
- NEW Gap Kids Boys 12 Husky Green Shorts Cotton Spandex Summer Kids PocketsOpens in a new window or tabBrand New$14.29or Best Offer+$11.95 deliveryLocated in United StatesExtra 20% off with coupon
- Vineyard Vines Boys Classic Fit Club Chino Shorts Sz 12 Tan Khaki 9” Inseam EUCOpens in a new window or tabPre-Owned$17.99or Best OfferFree deliveryLocated in United States
- Vineyard Vines Boys Shorts Size 12 Seersucker Stretch Chino 9" Inseam Blue WhiteOpens in a new window or tabPre-Owned$18.99Buy It Now+$6.95 deliveryLocated in United States
- GAP Kids Gray Seersucker Shorts, Size Large (10), NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.51 deliveryLocated in United States
- Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker ShortsOpens in a new window or tabPre-Owned$18.55Was: $26.5030% offor Best Offer+$6.54 deliveryLocated in United States
- Polo Ralph Lauren Boys Size 12 White Cotton Bermuda Shorts Preppy YouthOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.99 deliveryLocated in United States
- IcePeak Hiking Shorts 152 11 12 Navy Blue Active Athletic 921Opens in a new window or tabPre-Owned$19.95Buy It Now+$4.50 deliveryLocated in United States
- Penguin By Munsingweart Navy Blue Preppy Cotton Chino Shorts Boys Size 12Opens in a new window or tabPre-Owned$6.59Was: $11.9945% offor Best Offer+$5.02 deliveryLocated in United States
- J Crew CrewCuts Chino Shorts Boys Size 12 Pink Preppy Casual Southern BreathableOpens in a new window or tabBrand New$18.68Was: $20.7610% offor Best Offer+$10.60 deliveryLocated in United States
- Vineyard Vines 12 Boys Khaki Shorts Chino Flat Front Uniform Preppy Golf ChurchOpens in a new window or tabPre-Owned$24.99or Best OfferFree deliveryLocated in United States
- All In Motion Boys Sz 10 Golf Shorts Blue Gray Active Activewear Preppy StretchOpens in a new window or tabBrand New$16.95or Best Offer+$5.58 deliveryLocated in United StatesFree returns
- NWT Brooks Brothers Big Boys Pull-On Fleece Shorts Coral Preppy 10Opens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
- Abercrombie Kids Y2K Cargo Shorts Boys Size 12Opens in a new window or tabPre-Owned$6.990 bids · Time left19h 15m$9.99Buy It Now+$8.99 deliveryLocated in United States
- Crewcuts Boys Sz 12 Stanton Shorts Stripe Blue White Shorts Preppy AK21Opens in a new window or tabPre-Owned$18.00Buy It Now+$8.75 deliveryLocated in United States
- Abercrombie & Fitch a92 Boys Beige Cargo Shorts Pockets Preppy Vintage Size 12Opens in a new window or tabPre-Owned$22.00Buy It Now+$8.99 deliveryLocated in United States
- Vineyard Vines Patchwork Shorts Boys Size 12 Adjustable Waist Nautical SpringOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.95 deliveryLocated in United States
- NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy PhotosOpens in a new window or tabBrand New$13.99or Best Offer+$5.02 deliveryLocated in United States
- Coogi Boys Shorts Big Boy Size 12 Light Wash 11.5" Inseam 100% Cotton Hip HopOpens in a new window or tabPre-Owned$16.20Was: $20.2520% offor Best Offer+$8.49 deliveryLocated in United StatesFree returns
- Tommy Bahama Boy's Blue Drawstring Shorts Size Small (5-6)Opens in a new window or tabPre-Owned$6.99or Best OfferFree deliveryLocated in United States
- Tommy Bahama boys blue drawstring shorts size Small(5-6)Opens in a new window or tabPre-Owned$11.99or Best Offer+$8.75 deliveryLocated in United States
- Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size SmallOpens in a new window or tabBrand New$36.99Buy It Now+$9.99 deliveryLocated in United States
- Boy’s Vineyard Vines Performance Chino Shorts Golf Pockets Preppy Size 12Opens in a new window or tabPre-Owned$22.00Buy It Now+$8.75 deliveryLocated in United States
- Vineyard Vines Breaker Chino Shorts Boys Size 12Opens in a new window or tabPre-Owned$14.99Buy It Now+$8.99 deliveryLocated in United States
- Abercrombie Kids Shorts Boys 12 Blue White Stripes Seersucker Chino Preppy MooseOpens in a new window or tabPre-Owned$25.00Buy It Now+$6.50 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Size 12 Chino Shorts Breaker blue Pineapple PrintOpens in a new window or tabPre-Owned$24.00or Best Offer+$5.02 deliveryLocated in United States
- Children's Place Boys size 12 Dark Wash Shorts Preppy stretch waist vacationOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.83 deliveryLocated in United States
- Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$7.45 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys 12 Plaid Casual PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$8.75 deliveryLocated in United States
- Abercrombie Kids Shorts Boys 10 Tan Cargo PreppyOpens in a new window or tabPre-Owned$15.99or Best Offer+$11.00 deliveryLocated in United States
- VINEYARD VINES Boy’s Shorts Twill Coral Sz 12 Chino Casual Button Front PreppyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.99 deliveryLocated in United States
- Abercrombie Chino Shorts Bundle Kids 12 Bright Blue White StripedOpens in a new window or tabPre-Owned$18.00or Best Offer+$8.95 deliveryLocated in United States
- Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$12.60Buy It Now+$8.90 delivery in 2-4 daysLocated in United States
- OshKosh B’gosh Shorts Boys Size 12 Blue Chino Preppy Adjustable Waist NEWOpens in a new window or tabBrand New$12.99Buy It Now+$8.75 deliveryLocated in United States
- U.S. Polo Assn. Boys Jean Shorts Size 12 Light Brown Casual Pockets DenimOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.02 deliveryLocated in United States
- Preppy Zara boys khaki basic tan shorts for school sz 9/10Opens in a new window or tabPre-Owned$10.00or Best Offer+$15.70 deliveryLocated in United States
- Crewcuts Boys Blue Seersucker Shorts Size 12 NEW W TAG Preppy Shorts Boys XLOpens in a new window or tabBrand New$36.99or Best Offer+$9.99 deliveryLocated in United States
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.51Was: $4.755% offor Best Offer+$8.30 deliveryLocated in United States
- Under Armour Boys Sz 12 Flat Front Golf Shorts Triangle Pattern Loose Fit TealOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryLocated in United States
- OshKosh Boys Size 10 Pink Red Draw String Elastic Cargo Preppy Dressy ShortsOpens in a new window or tabPre-Owned$13.99Buy It NowFree deliveryLocated in United States
- Red Snap Belted Plaid Cargo Shorts Size 10 Blue Red EUC Casual Preppy CottonOpens in a new window or tabPre-Owned$10.99Buy It Now+$8.45 deliveryLocated in United States
- Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green PatchworkOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.75 deliveryLocated in United States
- Abercrombie Kids Shorts Youth Size 9/10 Tan Flay Front Chino PreppyOpens in a new window or tabPre-Owned$8.87or Best Offer+$5.87 deliveryLocated in United StatesFree returns
- 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 deliveryLocated in United States
- NWT Polo Club Prep Blue Seersucker Bermuda Shorts Size 12 MSRP $59.50 Y2K PreppyOpens in a new window or tabBrand New$28.49or Best Offer+$5.02 deliveryLocated in United States
- GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.51 deliveryLocated in United States
- NWT Brookstone Brothers Boy's Khaki Shorts Preppy Summer 10YOpens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
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