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If you're looking for an affordable way to keep your boy looking stylish, consider buying used boys' shorts on sale at thredUP at up to 90% off estimated retail prices.

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67 items
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    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $17.99
    63% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $12.99
    73% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $12.99
    59% off estimated retail
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)New With Tags
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 8
    $10.99
    66% off estimated retail
    The Edit. Forever Classic, Get perfectly polished in trousers, blazers, and more. Shop The Edit
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)New With Tags
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 8
    $11.99
    63% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $14.99
    69% off estimated retail
    Hanna Andersson Shorts (view 2)Hanna Andersson Shorts (view 1)Flawed Gem
    View Product: Hanna Andersson Shorts

    Hanna Andersson

    Shorts
    Size 8
    $11.99
    36% off estimated retail
    Hanna Andersson Shorts (view 2)Hanna Andersson Shorts (view 1)
    View Product: Hanna Andersson Shorts

    Hanna Andersson

    Shorts
    Size 8
    $13.99
    42% off estimated retail
    Old Navy Shorts (view 2)Old Navy Shorts (view 1)
    View Product: Old Navy Shorts

    Old Navy

    Shorts
    Size 8
    $14.99
    40% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $11.99
    62% off estimated retail
    Old Navy Shorts (view 2)Old Navy Shorts (view 1)
    View Product: Old Navy Shorts

    Old Navy

    Shorts
    Size 8
    $14.99
    40% off estimated retail
    Levi's Shorts (view 2)Levi's Shorts (view 1)
    View Product: Levi's Shorts

    Levi's

    Shorts
    Size 8
    $16.99
    36% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $15.99
    67% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $17.99
    69% off estimated retail
    Gymboree Shorts (view 2)Gymboree Shorts (view 1)
    View Product: Gymboree Shorts

    Gymboree

    Shorts
    Size 8
    $11.99
    56% off estimated retail
    Active by Old Navy Athletic Shorts (view 2)Active by Old Navy Athletic Shorts (view 1)
    View Product: Active by Old Navy Athletic Shorts

    Active by Old Navy

    Athletic Shorts
    Size 8
    $7.99
    50% off estimated retail
    Spotted Zebra Shorts (view 2)Spotted Zebra Shorts (view 1)
    View Product: Spotted Zebra Shorts

    Spotted Zebra

    Shorts
    Size 8
    $8.99
    59% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 8
    $9.99
    60% off estimated retail
    Levi's Cargo Shorts (view 2)Levi's Cargo Shorts (view 1)
    View Product: Levi's Cargo Shorts

    Levi's

    Cargo Shorts
    Size 8
    $12.99
    50% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 8
    $13.99
    44% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 8
    $10.99
    56% off estimated retail
    Lands' End Shorts (view 2)Lands' End Shorts (view 1)
    View Product: Lands' End Shorts

    Lands' End

    Shorts
    Size 8
    $12.99
    40% off estimated retail
    Hanna Andersson Khaki Shorts (view 2)Hanna Andersson Khaki Shorts (view 1)
    View Product: Hanna Andersson Khaki Shorts

    Hanna Andersson

    Khaki Shorts
    Size 8
    $19.99
    33% off estimated retail
    Hanna Andersson Shorts (view 2)Hanna Andersson Shorts (view 1)
    View Product: Hanna Andersson Shorts

    Hanna Andersson

    Shorts
    Size 8
    $9.99
    52% off estimated retail
    Lands' End Shorts (view 2)Lands' End Shorts (view 1)
    View Product: Lands' End Shorts

    Lands' End

    Shorts
    Size 8
    $9.99
    54% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $12.99
    59% off estimated retail
    Gap Kids Cargo Shorts (view 2)Gap Kids Cargo Shorts (view 1)
    View Product: Gap Kids Cargo Shorts

    Gap Kids

    Cargo Shorts
    Size 8
    $13.99
    62% off estimated retail
    Polo by Ralph Lauren Shorts (view 2)Polo by Ralph Lauren Shorts (view 1)
    View Product: Polo by Ralph Lauren Shorts

    Polo by Ralph Lauren

    Shorts
    Size 8
    $11.99
    55% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)New With Tags
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $12.99
    59% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8 Slim
    $11.99
    62% off estimated retail
    Crewcuts Outlet Shorts (view 2)Crewcuts Outlet Shorts (view 1)New With Tags
    View Product: Crewcuts Outlet Shorts

    Crewcuts Outlet

    Shorts
    Size 8
    $9.99
    37% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $18.99
    50% off estimated retail
    Old Navy Shorts (view 2)Old Navy Shorts (view 1)
    View Product: Old Navy Shorts

    Old Navy

    Shorts
    Size 8
    $16.99
    44% off estimated retail
    Gymboree Cargo Shorts (view 2)Gymboree Cargo Shorts (view 1)
    View Product: Gymboree Cargo Shorts

    Gymboree

    Cargo Shorts
    Size 8
    $13.99
    55% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)New With Tags
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $21.99
    63% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)New With Tags
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $18.99
    67% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)New With Tags
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $18.99
    67% off estimated retail
    OshKosh B'gosh Khaki Shorts (view 2)OshKosh B'gosh Khaki Shorts (view 1)
    View Product: OshKosh B'gosh Khaki Shorts

    OshKosh B'gosh

    Khaki Shorts
    Size 8
    $10.99 $8.79 20% off with code HOTDEAL
    70% off estimated retail
    Nukutavake Khaki Shorts (view 2)Nukutavake Khaki Shorts (view 1)
    View Product: Nukutavake Khaki Shorts

    Nukutavake

    Khaki Shorts
    Size 8
    $15.99 $11.99 25% off with code HOTDEAL
    65% off estimated retail
    Gap Kids Khaki Shorts (view 2)Gap Kids Khaki Shorts (view 1)
    View Product: Gap Kids Khaki Shorts

    Gap Kids

    Khaki Shorts
    Size 8
    $18.99 $13.29 30% off with code HOTDEAL
    50% off estimated retail
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 8
    $12.99 $9.09 30% off with code HOTDEAL
    66% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 8
    $15.99 $11.19 30% off with code HOTDEAL
    59% off estimated retail
    Tractr Shorts (view 2)Tractr Shorts (view 1)
    View Product: Tractr Shorts

    Tractr

    Shorts
    Size 8
    $16.99 $13.59 20% off with code HOTDEAL
    57% off estimated retail
    Leveret Shorts (view 2)Leveret Shorts (view 1)Price Drop
    View Product: Leveret Shorts

    Leveret

    Shorts
    Size 8
    $10.99 $7.14 35% off with code HOTDEAL
    66% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)Price Drop
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 8
    $16.99 $7.65 55% off with code HOTDEAL
    56% off estimated retail
    Marvel Shorts (view 2)Marvel Shorts (view 1)Price Drop
    View Product: Marvel Shorts

    Marvel

    Shorts
    Size 8
    $13.99 $7.69 45% off with code HOTDEAL
    45% off estimated retail
    Banana Republic Khaki Shorts (view 2)Banana Republic Khaki Shorts (view 1)Price Drop
    View Product: Banana Republic Khaki Shorts

    Banana Republic

    Khaki Shorts
    Size 8
    $16.99 $10.19 40% off with code HOTDEAL
    80% off estimated retail
    J.Crew Factory Store Shorts (view 2)J.Crew Factory Store Shorts (view 1)Price Drop
    View Product: J.Crew Factory Store Shorts

    J.Crew Factory Store

    Shorts
    Size 8
    $13.99 $8.39 40% off with code HOTDEAL
    64% off estimated retail
    J.Crew Khaki Shorts (view 2)J.Crew Khaki Shorts (view 1)Price Drop
    View Product: J.Crew Khaki Shorts

    J.Crew

    Khaki Shorts
    Size 8
    $17.99 $10.79 40% off with code HOTDEAL
    75% off estimated retail
    Gymboree Shorts (view 2)Gymboree Shorts (view 1)Price Drop
    View Product: Gymboree Shorts

    Gymboree

    Shorts
    Size 8
    $12.24 $7.34 40% off with code HOTDEAL
    56% off estimated retail
    J.Crew Shorts (view 2)J.Crew Shorts (view 1)Price Drop
    View Product: J.Crew Shorts

    J.Crew

    Shorts
    Size 8
    $10.99 $6.59 40% off with code HOTDEAL
    69% off estimated retail
    Royal Manor Shorts (view 2)Royal Manor Shorts (view 1)
    View Product: Royal Manor Shorts

    Royal Manor

    Shorts
    Size 8
    $10.99 $4.95 55% off with code HOTDEAL
    $11
    OshKosh B'gosh Shorts (view 2)OshKosh B'gosh Shorts (view 1)Price Drop
    View Product: OshKosh B'gosh Shorts

    OshKosh B'gosh

    Shorts
    Size 8
    $11.99 $6.59 45% off with code HOTDEAL
    66% off estimated retail
    Assorted Brands Shorts (view 2)Assorted Brands Shorts (view 1)Price Drop
    View Product: Assorted Brands Shorts

    Assorted Brands

    Shorts
    Size 8
    $8.99 $5.39 40% off with code HOTDEAL
    63% off estimated retail
    Old Navy Khaki Shorts (view 2)Old Navy Khaki Shorts (view 1)Price Drop
    View Product: Old Navy Khaki Shorts

    Old Navy

    Khaki Shorts
    Size 8
    $12.24 $7.34 40% off with code HOTDEAL
    60% off estimated retail
    Old Navy Shorts (view 2)Old Navy Shorts (view 1)Price Drop
    View Product: Old Navy Shorts

    Old Navy

    Shorts
    Size 8
    $11.99 $7.19 40% off with code HOTDEAL
    60% off estimated retail
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)Price Drop
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 8
    $11.99 $6.00 50% off with code HOTDEAL
    69% off estimated retail
    Old Navy Shorts (view 2)Old Navy Shorts (view 1)Price Drop
    View Product: Old Navy Shorts

    Old Navy

    Shorts
    Size 8
    $12.24 $7.34 40% off with code HOTDEAL
    68% off estimated retail
    KiDS CLUB Shorts (view 2)KiDS CLUB Shorts (view 1)Price Drop
    View Product: KiDS CLUB Shorts

    KiDS CLUB

    Shorts
    Size 8
    $8.99 $5.39 40% off with code HOTDEAL
    27% off estimated retail
    Assorted Brands Shorts (view 2)Assorted Brands Shorts (view 1)Price Drop
    View Product: Assorted Brands Shorts

    Assorted Brands

    Shorts
    Size 8
    $8.99 $5.39 40% off with code HOTDEAL
    63% off estimated retail
    Assorted Brands Shorts (view 2)Assorted Brands Shorts (view 1)Price Drop
    View Product: Assorted Brands Shorts

    Assorted Brands

    Shorts
    Size 8
    $8.99 $5.39 40% off with code HOTDEAL
    63% off estimated retail
    DL1961 Shorts (view 2)DL1961 Shorts (view 1)Price Drop
    View Product: DL1961 Shorts

    DL1961

    Shorts
    Size 8
    $11.24 $6.74 40% off with code HOTDEAL
    79% off estimated retail
    Crewcuts Khaki Shorts (view 2)Crewcuts Khaki Shorts (view 1)Price Drop
    View Product: Crewcuts Khaki Shorts

    Crewcuts

    Khaki Shorts
    Size 8
    $15.24 $8.38 45% off with code HOTDEAL
    80% off estimated retail
    Crewcuts Outlet Khaki Shorts (view 2)Crewcuts Outlet Khaki Shorts (view 1)Price Drop
    View Product: Crewcuts Outlet Khaki Shorts

    Crewcuts Outlet

    Khaki Shorts
    Size 8
    $11.24 $6.74 40% off with code HOTDEAL
    60% off estimated retail
    Levi's Denim Shorts (view 2)Levi's Denim Shorts (view 1)Price Drop
    View Product: Levi's Denim Shorts

    Levi's

    Denim Shorts
    Size 8
    $12.24 $7.34 40% off with code HOTDEAL
    74% off estimated retail
    Austin Trading Co. Khaki Shorts (view 2)Austin Trading Co. Khaki Shorts (view 1)Price Drop
    View Product: Austin Trading Co. Khaki Shorts

    Austin Trading Co.

    Khaki Shorts
    Size 8
    $13.24 $6.62 50% off with code HOTDEAL
    76% off estimated retail
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)Price Drop
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 8
    $9.99 $5.00 50% off with code HOTDEAL
    71% off estimated retail
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