47 results
- All
- Auction
- Buy It Now
- Little Britches Boy's Ole Miss Gingham Shorts Size 3T Preppy Ole Miss ShortsOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$6.40 deliveryExtra 5% off with coupon
- Vineyard Vines Shorts Boys Size 18 Blue Chino Whales Casual Preppy StretchOpens in a new window or tabPre-Owned$18.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets CottonOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.50 deliveryFree returnsTop Rated Plus
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$15.00or Best Offer+$12.71 delivery
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Hurley Nike Dri-Fit Mens Boys 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.84 delivery
- Brooks Brothers Shorts Youth Boy 18 Patchwork Plaid Cotton 28x10 Preppy AcademiaOpens in a new window or tabPre-Owned$16.99Was: $19.9915% offBuy It Now+$5.26 delivery
- Childrens Place Boys Plaid Shorts Size 7Opens in a new window or tabBrand New$13.95or Best Offer+$4.84 delivery
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$12.26Was: $14.9518% offor Best Offer+$5.50 delivery
- Denizen By Levi’s Boys Cargo Shorts Size 30 Academia Preppy Uniform KhakiOpens in a new window or tabBrand New$9.99or Best Offer+$8.24 delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Size L10/12Opens in a new window or tabBrand New$12.88or Best OfferFree delivery
- Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable PreppyOpens in a new window or tabPre-Owned$7.00or Best Offer+$7.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill L (10/12) BlueOpens in a new window or tabBrand New$22.49Was: $29.9925% offor Best Offer+$5.80 delivery
- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tabNew (Other)$18.99or Best OfferFree delivery
- HAWK Gray Checkered Preppy Shorts Youth Boys Size 7Opens in a new window or tabPre-Owned$4.50Was: $6.0025% offor Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Mini Boden Corduroy Shorts Boys 7Y Youth Orange Bermuda Cut Offs Coastal Beach*Opens in a new window or tabPre-Owned$8.53Was: $17.0650% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green XL L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree returnsLast one
- Gap Kids Boys Pull On Elastic Waistband Front, Back Pockets Stretch Size L 10/12Opens in a new window or tabBrand New$13.50or Best OfferFree delivery
- And1 | Boy’s Blue Basketball ShortsOpens in a new window or tabPre-Owned$15.00or Best OfferFree delivery
- Vintage Polo Ralph Lauren Shorts Tan Youth LargeOpens in a new window or tabPre-Owned$10.00Buy It Now+$6.10 delivery
- Polo Ralph Lauren Boys Shorts Sz L Color Blocked Double Knit Drawstring PreppyOpens in a new window or tabPre-Owned$19.90or Best Offer+$5.80 delivery
- Wonder Nation Boy L 10/12 Shorts Tan Pull On Twill Stretch Neutral Summer PreppyOpens in a new window or tabPre-Owned$6.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Soft Twill L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryFree 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 delivery
- Ralph Lauren Polo Madras Plaid Patchwork Preppy Bermuda Shorts Boys Size 18Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 delivery
- Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Gap Fit Lot of 2 Boys Shorts L 10 Navy Grey 1 Is NWTOpens in a new window or tabBrand New$17.99or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 18 Navy Blue NEW Chino UniformOpens in a new window or tabBrand New$15.00or Best Offer+$5.95 deliveryExtra 15% off with coupon
- Children’s Place Green Shorts Boys Size 5 Chinos Elastic Cotton Preppy Y2KOpens in a new window or tabPre-Owned$4.75or Best Offer+$6.40 delivery
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12Opens in a new window or tabBrand New$14.39Was: $17.9920% offor Best OfferFree delivery
- NWT Gap Kids Boys Pull On Soft Twill Short Mojave Desert Large (10/12)Opens in a new window or tabBrand New$15.99Was: $19.9920% offor Best OfferFree delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft 14/16Opens in a new window or tabBrand New$15.19Was: $18.9920% offor Best OfferFree delivery
- Children's Place Boys Shorts navy blue (size 7) adjust. waistOpens in a new window or tabPre-Owned$4.99or Best Offer+$4.99 delivery
- Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Sz 18 Husky Boys Shorts, Khaki Chino 10" Inseam Flat Front NewOpens in a new window or tabNew (Other)$10.99or Best Offer+$5.80 delivery
- Vineyard Vines by Shep & Ian Boys Coral Shorts Size 18Opens in a new window or tabPre-Owned$9.95or Best Offer+$6.55 delivery
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts LargeOpens in a new window or tabBrand New$7.00or Best Offer+$31.40 delivery
- Polo Ralph Lauren Boy’s Pink Preppy Bermuda Long Shorts 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.90 delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft TwillOpens in a new window or tabBrand New$12.50or Best OfferFree delivery
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Size L10/12Opens in a new window or tabBrand New$13.28or Best OfferFree delivery
- Nautica L Large 7 Boys Shorts Yellow Dress Summer PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 delivery
- Under Armour Match Play Cargo Golf ShortsOpens in a new window or tabPre-Owned$21.00or Best Offer+$9.84 delivery
- Boys Ralph Lauren Classic Polo Chino Shorts 18 29 in waist White Navy Ponys GolfOpens in a new window or tabPre-Owned$21.11Was: $23.9912% offor Best Offer+$5.25 delivery
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green XL 14/16 NWTOpens in a new window or tabBrand New$14.39Was: $15.9910% offor Best Offer+$6.55 delivery
- Gap Kids Boys Khaki Shark Print Shorts Size 7 PreppyOpens in a new window or tabPre-Owned$14.99Buy It NowFree 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
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$14.39Was: $15.9910% offor Best Offer+$6.55 delivery
