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- Ralph Lauren Shorts Boys 16 Green Yellow Colorblock Pony Preppy Vacation NEWOpens in a new window or tabBrand New$31.98Was: $39.9720% offor Best Offer+$6.99 delivery
- Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$5.50 delivery
- 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
- 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
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$17.07Was: $22.1723% offor Best Offer+$6.55 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
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$14.57or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys 16 Bermuda Shorts All Over Shark Print Logo Coral 28" x 9"Opens in a new window or tabPre-Owned$11.95or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shortsOpens in a new window or tabBrand New$44.15Was: $55.1920% offBuy It Now+$9.45 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
- Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore PreppyOpens in a new window or tabPre-Owned$9.00or Best Offer+$9.99 delivery
- Vineyard Vines Boys Performance Chino Shorts Golf Navy Pockets Preppy Size 16Opens in a new window or tabPre-Owned$24.99Buy It Now+$4.99 delivery
- 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
- Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable WaistOpens in a new window or tabPre-Owned$19.55Was: $21.6610% offor Best Offer+$5.80 deliveryFree 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 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
- Vineyard Vines pink preppy flat front kids 16 long shortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.79 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
