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- AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 deliveryLocated in United States
- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$17.79Was: $19.7710% offor Best Offer+$7.45 deliveryLocated in United StatesFree returns
- Vineyard Vines Golf Club Shorts Boys Size 20 Khaki Regular *spots*Opens in a new window or tabPre-Owned$9.00or Best Offer+$8.71 deliveryLocated in United States
- NWT Crown & Ivy Kids Boys Draw String Shorts Size M with Pockets YellowOpens in a new window or tabBrand New$14.00or Best OfferFree deliveryLocated in United States
- NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20Opens in a new window or tabBrand New$23.49or Best Offer+$6.95 deliveryLocated in United States
- Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino IvoryOpens in a new window or tabBrand New$19.99or Best Offer+$8.99 deliveryLocated in United States
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$9.51or Best Offer+$5.62 deliveryLocated in United StatesFree returnsTop Rated Plus
- POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino CottonOpens in a new window or tabPre-Owned$17.09Was: $18.9910% offor Best Offer+$6.99 deliveryLocated in United States
- Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy NewOpens in a new window or tabBrand New$12.95or Best Offer+$8.19 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys Size 20 Khaki Preppy Casual 11" Inseam YouthOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.62 deliveryLocated in United States
- Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)Opens in a new window or tabPre-Owned$11.49or Best Offer+$6.55 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, CasualOpens in a new window or tabPre-Owned$18.99or Best Offer+$10.00 deliveryLocated in United States
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$13.50Was: $15.0010% offor Best Offer+$7.35 deliveryLocated in United States12% off 2+ with coupon
- Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size MediumOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.80 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy BoysOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Patagonia Shorts Kids Medium Pink 3" Inseam Baggies Costa Rica Swim Trunks YouthOpens in a new window or tabPre-Owned$27.49or Best Offer+$12.99 deliveryLocated in United Kingdom
- POLO RALPH LAUREN Kids Youth Navy Pique Embroidered Pony Shorts Sz 18/20Opens in a new window or tabPre-Owned$39.99or Best Offer+$7.10 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys Size 20 (29x11) Beige Chino Casual PreppyOpens in a new window or tabPre-Owned$14.00or Best Offer+$7.95 deliveryLocated in United States
- Vintage Champion Boy's Medium 10-12 Atlanta Olympics 1996 Elastic Sweat ShortsOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.99 deliveryLocated in United States
- Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy CottonOpens in a new window or tabBrand New$17.00or Best Offer+$7.35 deliveryLocated in United States
- Zelos Boys Athletic Shorts Size Medium Navy & Gray Elastic Waist With PocketsOpens in a new window or tabPre-Owned$4.99or Best Offer+$4.84 deliveryLocated in United States
- Polo Ralph Lauren Shorts Youth 20 Beige Khaki Outdoor Fishing PreppyDesigner BoyOpens in a new window or tabPre-Owned$14.56or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- 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 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$13.49Was: $14.9910% offor Best Offer+$5.80 deliveryLocated in United States
- RALPH LAUREN Vintage 80s Tartan Plaid Preppy Bermuda Shorts Youth Waist Sz 20Opens in a new window or tabPre-Owned$14.00or Best Offer+$7.85 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *Opens in a new window or tabPre-Owned$19.71Was: $24.9521% offor Best Offer+$8.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy SchoolOpens in a new window or tabBrand New$25.88or Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryLocated in United StatesFree returns
- Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable WaistOpens in a new window or tabPre-Owned$11.22Was: $14.9625% offor Best Offer+$8.99 delivery in 2-4 daysLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam PreppyOpens in a new window or tabPre-Owned$15.31Was: $21.8730% offor Best Offer+$9.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Size Boys 20 (29x11) Beige Flat Front PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$7.95 deliveryLocated in United States
- VINTAGE Apparatus Twill Shorts Youth Medium 10-12 Red 80sOpens in a new window or tabBrand New$20.90or Best Offer+$6.55 deliveryLocated in United StatesFree returns
- Boys Ralph Lauren Classic Polo Chino Shorts White With Navy Ponys Sz 20Opens in a new window or tabPre-Owned$16.19Was: $17.9910% offor Best Offer+$6.05 deliveryLocated in United States
- 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 deliveryLocated in United States
- Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 deliveryLocated in United States
- Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue BeltOpens in a new window or tabPre-Owned$22.00or Best Offer+$8.71 deliveryLocated in United States
- BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% CottonOpens in a new window or tabPre-Owned$15.99Was: $18.0011% offor Best Offer+$5.80 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.99 deliveryLocated in United States
- Polo Ralph Lauren Cargo Light Khaki Shorts Boy’s 20 - 31 Waist 12 InseamOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.00 deliveryLocated in United States
- Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 PreppyOpens in a new window or tabPre-Owned$16.98or Best Offer+$4.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20Opens in a new window or tabPre-Owned$12.00or Best Offer+$4.84 deliveryLocated in United States
- Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton YouthOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.00 deliveryLocated in United States
- Lee Boys Casual Cargo Khaki Shorts Size 4T 20"Waist 6"InseamOpens in a new window or tabPre-Owned$1.76Was: $5.8570% offor Best Offer+$5.99 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT IZOD Youth Shorts Size 20 Husky Lightweight Adjustable WaistOpens in a new window or tabBrand New$18.00or Best Offer+$7.30 deliveryLocated in United States
- Wrangler Boys' Outdoor Hiking Adjustable Waist Cargo Shorts - Size 18 - EUCOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 deliveryLocated in United States
- There Abouts- Boys Size 20 Bermuda Chino Shorts Navy Stretch Adjustable WaistOpens in a new window or tabBrand New$6.99or Best Offer+$6.75 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Lands End Boys Chino Shorts 20H Husky Blue Adjustable Waist Flat Front NWTOpens in a new window or tabBrand New$15.00or Best Offer+$6.55 deliveryLocated in United StatesExtra 18% off with coupon
- Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy SchoolOpens in a new window or tabPre-Owned$19.95or Best Offer+$8.99 deliveryLocated in United StatesFree returnsExtra 12% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$7.79 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra BermudaOpens in a new window or tabPre-Owned$13.99or Best Offer+$7.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 BoysOpens in a new window or tabBrand New$32.00or Best Offer+$6.84 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$15.00or Best OfferFree deliveryLocated in United States
- Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen ChildOpens in a new window or tabBrand New$34.99or Best Offer+$5.99 deliveryLocated in United States
- VINTAGE Union Bay Cargo Shorts Youth Medium White 80s Elastic WaistOpens in a new window or tabBrand New$22.80or Best Offer+$6.55 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Boy's The Sullivan Slim Splatter Denim Cut Off Jeans Size 20Opens in a new window or tabBrand New$24.99Was: $49.9950% offor Best Offer+$8.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- CARHARTT BOYS ELASTIC WAISTBAND LIGHTWEIGHT SHORTS XL 18–20Opens in a new window or tabBrand New$16.00or Best Offer+$6.00 deliveryLocated in United States
- Levis Shorts Boy Size 20 W 30 Cargo Relaxed Cotton Adjustable Elastic Waist KneeOpens in a new window or tabBrand New$16.50Was: $30.0045% offor Best Offer+$7.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Slazenger Boys Golf Shorts Size Med. Performance Adjustable Waist NavyOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 deliveryLocated in United States
- Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy CasualOpens in a new window or tabPre-Owned$32.95or Best Offer+$7.25 deliveryLocated in United States
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$16.99Was: $19.9915% offor Best Offer+$6.84 deliveryLocated in United States
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$7.99Was: $9.9920% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$13.67or Best Offer+$6.55 deliveryLocated in United States
- Polo Ralph Lauren Big Boy/Youth Blue Shorts with Green Belt Size 20 NWOTOpens in a new window or tabNew (Other)$20.00or Best Offer+$8.79 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf PonyOpens in a new window or tabBrand New$28.50or Best Offer+$9.31 deliveryLocated in United States
- Arizona Jean Chino Shorts Boys 20 Beige 100% Cotton Mid Rise Flat Front PreppyOpens in a new window or tabPre-Owned$14.00or Best Offer+$5.49 deliveryLocated in United StatesFree returnsTop Rated Plus
- Izod Flat Front Stretch Boys Shorts Size 20 Regular Blue NWT 30x11.5Opens in a new window or tabBrand New$14.97or Best Offer+$4.97 deliveryLocated in United StatesFree returnsExtra 5% off with couponTop Rated Plus
- $55 Nautica Navy Boys Adjustable Waist Stretch Twill Shorts M (10-12) pau2121Opens in a new window or tabBrand New$21.50or Best Offer+$5.10 deliveryLocated in United States
- Brooks Brothers Shorts Youth 20 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.75 deliveryLocated in United States
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$8.00or Best Offer+$7.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$6.00Was: $19.9970% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Epic Threads Cargo Shorts Boys Youth 20 Sienna Orange 100% Cotton 31x12.5Opens in a new window or tabPre-Owned$12.94or Best Offer+$9.99 delivery in 2-4 daysLocated in United StatesExtra 20% off with coupon
- Class Club Modern Fit Striped Chino Shorts Boys 20 Blue White Adjustable WaistOpens in a new window or tabPre-Owned$12.00or Best Offer+$9.45 deliveryLocated in United States
- Polo Ralph Lauren Chino Shorts Kids Boys 20 Blue Logo Preppy CasualOpens in a new window or tabPre-Owned$15.02Was: $18.7720% offor Best Offer+$7.45 deliveryLocated in United StatesFree returns
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