51 results
- NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classicOpens in a new window or tabBrand New$26.00or Best Offer+$3.99 deliverySave up to 20% when you buy more
- Janie And Jack Boys Size 8 Linen Shorts Orange Vacation Resort Wear BeachOpens in a new window or tabPre-Owned$14.57or Best Offer+$4.99 delivery
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.99Buy It Now+$5.84 delivery
- Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- 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 Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$15.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda PocketsOpens in a new window or tabBrand New$19.95Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- 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 delivery
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$20.12Was: $28.7430% offor Best Offer+$9.45 delivery
- Polo Ralph Lauren Boys Mint Green Straight Fit Preppy Twill Chino Shorts Sz 8Opens in a new window or tabPre-Owned$28.00or Best Offer+$6.40 delivery
- 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 deliveryFree returns
- Zara boys checkered shorts with rope tie and pockets. Preppy shorts sz 8 128cmOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 delivery
- 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 delivery
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 delivery
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$19.99or Best Offer+$6.84 delivery
- Polo Ralph Lauren Boy Size 8 Green Cargo Shorts Classic Preppy Easter SpringOpens in a new window or tabPre-Owned$15.00or Best Offer+$6.55 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
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$6.55 delivery
- David Brooks Shorts Boys 8 Whales Bermuda Straight Cotton Sailing Preppy DockOpens in a new window or tabPre-Owned$9.00Was: $18.0050% offor Best Offer+$5.80 deliveryFree returnsTop Rated Plus
- POLO RALPH LAUREN SHORTS SZ 8 BOYS KIDS MADRAS PATCHWORK PLAID PREPPY COTTONOpens in a new window or tabPre-Owned$25.99or Best Offer+$5.80 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 25% off with coupon
- NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$16.99Buy It Now+$8.99 delivery
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$13.50Was: $15.0010% offor Best OfferFree delivery
- 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 delivery
- The Children's Place Boys Shorts Multicolor Patches 8 CottonOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- 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
- NWT Gap Kids Navy Blue Cargo Shorts Adjustable Tab Waist Size 8Opens in a new window or tabBrand New$15.99or Best Offer+$6.55 delivery
- 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 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Boy’s Size 8 Crewcuts Bermuda Walking Shorts Pastel Plaid UsedOpens in a new window or tabPre-Owned$16.50or Best Offer+$5.62 delivery
- Beverly Hills Polo Club Short Youth Boy's Blue Plaid Size 8Opens in a new window or tabNew (Other)$16.00or Best Offer+$6.55 delivery
- Polo Ralph Lauren Chino Shorts Youth Boys Size 20 Fits 30x11 Beige Preppy CasualOpens in a new window or tabPre-Owned$22.39Was: $24.8810% offor Best Offer+$5.95 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vintage Red Gap Kids Cargo Shorts size 8 Spring 2004 Line Y2K PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$4.54 delivery
- Polo Ralph Lauren Boys Size 8 Blue And White Striped Seersucker Chino ShortsOpens in a new window or tabPre-Owned$15.00or Best Offer+$4.71 delivery
- Tucker+Tate boys cotton shorts, navy blue Size 8 Playtime School Vacation PreppyOpens in a new window or tabPre-Owned$14.99or Best OfferFree delivery
- Children's Place Boys Blue Beige Striped Woven Cotton Preppy Chino Shorts Sz 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.40 delivery
- Tommy Hilfiger Boys Size 20 Husky Navy Blue Shorts Uniform PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$5.00 delivery
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 delivery
- Brooks Brothers Shorts Youth 20 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.75 delivery
- Faded Glory Shorts Youth Boy's White Plaid Adjustable Waist Size 8 PreppyOpens in a new window or tabPre-Owned$4.50or Best Offer+$7.95 deliveryFree returns
- Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$6.15 delivery
- Kids Polo Ralph Lauren Belted Stretch Short-Size 8 NWTOpens in a new window or tabBrand New$40.00or Best Offer+$5.62 delivery in 2-4 days
- Children's Place Boys Red Preppy Woven Chino Adjustable Waist Casual Shorts Sz 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.40 delivery
- Gymboree Boys 2018 Heathered Light Gray Elastic Waist Chambray Cargo Shorts Sz 8Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.40 delivery
- Gap Kids Boys Size 8 Blue Star Print Chino ShortsOpens in a new window or tabPre-Owned$13.99or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Gap Kids Boys Size 8 Orange & Navy Mesh Drawstring Waist Athletic Shorts EUC!!Opens in a new window or tabPre-Owned$10.95or Best Offer+$5.99 deliveryExtra 20% off with coupon
- Lands End Kids S Small 8 Rust Khaki Striped Shorts Dress Preppy Drawstring ChinoOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.55 delivery
- Children's Place Burnt Orange/Red Boys Chino Shorts Size 8 Stylish PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.84 delivery
- Youth Boys Ralph Lauren Polo Navy Blue Chino Shorts Size 20 Golf PreppyOpens in a new window or tabPre-Owned$19.95or Best OfferFree delivery
- Crazy 8 Plaid Kids Shorts Size:8 (A8)Opens in a new window or tabPre-Owned$19.20or Best Offer+$2.99 deliveryExtra 20% off with coupon
- OLD NAVY Boys Kids Plaid Patchwork Brown Tan Green Khaki Shorts Sz 8 Cotton AdjOpens in a new window or tabPre-Owned$4.910 bids · Time left4d 23h$6.91Buy It Now+$7.99 delivery
