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- Vineyard Vines Shorts Boys 16 White Flat Front Chino PreppyOpens in a new window or tabPre-Owned$18.45or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags PreppyOpens in a new window or tabPre-Owned$13.00or Best Offer+$5.50 delivery in 2-4 daysLocated in United States
- Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 5Opens in a new window or tabPre-Owned$14.29or Best Offer+$4.84 deliveryLocated in United States
- Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy CottonOpens in a new window or tabPre-Owned$12.49or Best Offer+$4.84 deliveryLocated in United States
- Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton ShortsOpens in a new window or tabBrand New$18.00or Best Offer+$7.35 deliveryLocated in United States
- Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16Opens in a new window or tabPre-Owned$16.16Was: $17.9510% offor Best Offer+$5.80 deliveryLocated in United States
- NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist UnisexOpens in a new window or tabBrand New$12.50Was: $25.0050% offor Best OfferFree delivery in 2-4 daysLocated in United States
- Under Armour Boys Loose Heatgear Shorts Size 16 Gray Pockets Logo Zipper NWTOpens in a new window or tabBrand New$21.95or Best Offer+$3.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Youth Boys Shorts 16 Blue Bib Pony Preppy Old Money CasualOpens in a new window or tabPre-Owned$16.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Wrangler Khakis Cargo Shorts Adjustable Waist Boys 5 And 6 NewOpens in a new window or tabBrand New$16.99Buy It Now+$7.35 deliveryLocated in United States
- NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable WaistOpens in a new window or tabBrand New$18.97Buy It Now+$6.20 deliveryLocated in United States
- GAP khaki shorts boys size 5 adjustable waist summer preppy easy fitOpens in a new window or tabPre-Owned$9.00or Best Offer+$4.71 deliveryLocated in United States
- Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16Opens in a new window or tabPre-Owned$11.99or Best Offer+$7.35 deliveryLocated in United States
- Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$10.25 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 returnsTop Rated Plus
- Boys Vineyard Vines Hawaiian Shorts 100% Cotton Size 16 * Large * X Large HawaiiOpens in a new window or tabPre-Owned$19.00or Best Offer+$6.80 deliveryLocated in United States
- Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy WesternOpens in a new window or tabPre-Owned$21.93or Best Offer+$8.19 deliveryLocated in United StatesFree returnsTop Rated Plus
- Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5TOpens in a new window or tabPre-Owned$53.00Buy It Now+$17.55 deliveryLocated in United States
- JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue PlaidOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.50 deliveryLocated in United StatesFree returns
- Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEWOpens in a new window or tabBrand New$20.00or Best Offer+$7.31 deliveryLocated in United StatesExtra 15% off with coupon
- Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy NewOpens in a new window or tabBrand New$27.99or Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$12.08Was: $15.8924% offor Best Offer+$6.55 deliveryLocated in United States
- Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shortsOpens in a new window or tabBrand New$65.07Buy It Now+$9.45 deliveryLocated in United States
- 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 deliveryLocated in United StatesExtra 15% off with coupon
- NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 16 PONYOpens in a new window or tabBrand New$36.99Buy It NowFree deliveryLocated in United StatesFree returns20% off 3+Top Rated Plus
- Boys Blue Vineyard Vines Preppy Embroidered Cotton Shorts Size 16 EUCOpens in a new window or tabPre-Owned$19.00or Best Offer+$4.84 deliveryLocated in United States
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tabBrand New$34.49Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Baby Gap Boys 5 Years Chambray Blue Pink & White Striped Preppy ShortsOpens in a new window or tabPre-Owned$1.99Buy It Now+$6.55 deliveryLocated in United States
- Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable WaistOpens in a new window or tabPre-Owned$21.51Was: $23.8310% offor Best Offer+$5.80 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- Vineyard Vines Boys Classic Club | Breaker | Blue Twill Shorts Sz 16Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 deliveryLocated in United States
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.28Was: $4.7510% offor Best Offer+$6.40 deliveryLocated in United StatesExtra 15% off with coupon
- Hanna Andersson Baggies Striped Terry Shorts Size 110 5 Green White 100% CottonOpens in a new window or tabPre-Owned$18.00Was: $20.0010% offor Best Offer+$4.84 deliveryLocated in United States
- The Childrens Place 4T Bugs Novelty Shorts Orange Pullon Elastic Waistband NEWOpens in a new window or tabBrand New$12.00or Best Offer+$4.35 deliveryLocated in United StatesExtra 10% off with coupon
- Janie and Jack Boys Size 5 / Plaid Shorts / CobaltOpens in a new window or tabPre-Owned$12.00or Best Offer+$4.99 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+$14.25 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 16 Beige Preppy Golf PonyOpens in a new window or tabPre-Owned$29.99or Best Offer+$10.10 deliveryLocated in United States
- Boys Plaid Bermuda Shorts Gray Cargo Cream Black Adjustable Waist Preppy Size 16Opens in a new window or tabPre-Owned$15.99or Best Offer+$9.25 deliveryLocated in United States
- Vineyard Vines pink preppy flat front kids 16 long shortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.79 deliveryLocated in United States
- Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16Opens in a new window or tabBrand New$39.00Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United States
