52 results
- Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X LargeOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.80 delivery
- Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring PreppyOpens in a new window or tabPre-Owned$18.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 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+$4.84 delivery
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$13.13Was: $17.2724% offor Best Offer+$6.55 delivery
- Vineyard Vines Performance Khaki Tan Shorts Youth Boys Sz. 16 Preppy Whale EUCOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.71 delivery
- Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton ShortsOpens in a new window or tabBrand New$21.00or Best Offer+$7.35 delivery
- 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
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 delivery
- Polo Ralph Lauren Cargo Shorts Little Boys 8 Green Utility Casual Preppy PocketsOpens in a new window or tabPre-Owned$28.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- 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 deliveryFree returnsTop Rated Plus
- Castaway Nantucket Boys Size 8 Hot Dog Hamburger Shorts BarBQ Preppy EmbroideryOpens in a new window or tabPre-Owned$19.99Buy It Now+$5.95 delivery
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$11.01Was: $12.2310% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Boys Vineyard Vines Breaker Shorts Size 16 khaki Vacation Trip PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$6.99 delivery
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$11.04Was: $12.9915% offBuy It Now+$4.84 delivery
- NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist UnisexOpens in a new window or tabBrand New$18.75Was: $25.0025% offor Best OfferFree delivery in 2-4 days
- Polo Ralph Lauren Boys White Blue Embroidered Preppie Chino Shorts Size 8 NWTOpens in a new window or tabBrand New$27.00Was: $45.0040% offBuy It Now+$4.84 deliveryFree returns
- Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 delivery
- Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags PreppyOpens in a new window or tabPre-Owned$13.00Buy It Now+$5.50 delivery
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 delivery
- NWT BELLA BLISS Boys Sz 8 Blue Wide Oxford Striped Play Shorts PreppyOpens in a new window or tabBrand New$15.99or Best Offer+$6.00 delivery
- Zara Blue Flat Front Shorts Boys Size 8 Linen Blend Preppy Casual Summer CoastalOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 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
- 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
- Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy WesternOpens in a new window or tabPre-Owned$17.54Was: $21.9320% offor Best Offer+$8.19 deliveryFree returnsTop Rated Plus
- Gymboree boys 8 madras preppy plaid Bermuda shorts blue yellow summer brightOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.35 delivery
- 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 delivery
- 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 delivery
- 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 Boys Belted Bermuda Shorts Size 16 Navy Blue NEW Chino UniformOpens in a new window or tabNew (Other)$20.00or Best Offer+$5.95 deliveryExtra 15% off with coupon
- Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable WaistOpens in a new window or tabPre-Owned$17.87Was: $23.8325% offor Best Offer+$5.80 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- 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 deliveryFree returnsTop Rated Plus
- Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shortsOpens in a new window or tabBrand New$55.04Buy It Now+$9.45 delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch ShortsOpens in a new window or tabBrand New$12.00or Best Offer+$6.20 delivery
- Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$9.99 delivery
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$19.99or Best OfferFree delivery
- Vinyard vines Boys Preppy ShortsOpens in a new window or tabBrand New$29.000 bids · Time left6d 1h$42.00Buy It Now+$4.84 delivery
- Boys Blue Vineyard Vines Preppy Embroidered Cotton Shorts Size 16 EUCOpens in a new window or tabPre-Owned$19.00or Best Offer+$4.84 delivery
- Children's Place Blue White Stripe Palm Tree Boys Chino Shorts Size 8 PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$4.84 delivery
- Vineyard Vines Boys Classic Club | Breaker | Blue Twill Shorts Sz 16Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 delivery
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 delivery
- 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 delivery
- 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
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returns
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$9.45 delivery
- Gap Kid Boy Pull On Elastic Waistband Front Back Pockets Soft Twill Navy Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returns
- Vineyard Vines pink preppy flat front kids 16 long shortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.79 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
- Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16Opens in a new window or tabBrand New$39.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tabBrand New$34.49Buy It NowFree deliveryFree returnsTop Rated Plus
- 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
- 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 delivery
