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Monogrammed Pants & Boys' Personalized Gifts

Monogrammed Pajamas, Personalized Shirts & Boys' Cotton Sweaters

From boys’ monogrammed pants to cozy customized cotton sweaters, our personalized cold-weather clothes are must-haves for every kid’s winter wardrobe. Give them as thoughtful personalized gifts for boys in your life, whether it’s a special occasion or just-because. We make our customized cotton sweaters, pants, flannels, and other cold-weather staples with only the comfiest, most durable materials we can get our hands on, for quality he can count on all season long. And because our boys’ monogrammed clothes come in sizes 2T-20, with regular, slim, and husky options, you can always be confident he’ll get a perfect fit.

From boys’ monogrammed pants to boys’ personalized sweaters, our customized clothes are an easy way to show your favorite kiddo how much you care. We make our personalized gifts for boys in classic, durable styles that never go out of fashion, so he’ll cherish his new customized pieces for years to come.

Products 61 - 72 of 402
  • School Uniform Little Boys Zip-front Sweatshirt

    School Uniform Little Boys Zip-front Sweatshirt

    This hoodie can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out. Full-zip front is easy-on, easy-off, and kangaroo pockets keep their hands warm.
    Item #393713-BP
    Color:
    $21.67 - $30.95
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      $21.67 $30.95
    • M
      $21.67 $30.95
    • L
      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
    • L
      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
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      $21.67 $30.95
    • L
      $21.67 $30.95
  • Little Boys Mesh Gym Shorts

    Little Boys Mesh Gym Shorts

    At first glance, they may look like your ordinary gym shorts, but the innovative performance finishes keep him fresh, dry and comfortable when he’s working up a sweat. And the addition of a locker loop is completely convenient when changing for gym class and recess activities.
    Item #470206-AK
    Color:
    $14.36 - $15.95
    $14.36 - $15.95
    $14.36 - $15.95
    $14.36 - $15.95
    $14.36 - $15.95
    Size: Please Select
    • S
      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
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    Size: Please Select
    • S
      $14.36 $15.95
    • M
      $14.36 $15.95
    • L
      $14.36 $15.95
  • School Uniform Little Boys Mesh Gym Shorts

    School Uniform Little Boys Mesh Gym Shorts

    At first glance, they may look like your ordinary gym shorts, but the innovative performance finishes keep him fresh, dry and comfortable when he’s working up a sweat. And the addition of a locker loop is completely convenient when changing for gym class and recess activities.
    Item #470206-BP
    Color:
    $12.56 - $13.95
    $12.56 - $13.95
    $12.56 - $13.95
    $12.56 - $13.95
    $12.56 - $13.95
    $12.56 - $13.95
    $12.56 - $13.95
    Size: Please Select
    • S
      $14.36 $15.95
    • M
      $14.36 $15.95
    • L
      $14.36 $15.95
    Size: Please Select
    • S
      $14.36 $15.95
    • M
      $14.36 $15.95
    • L
      $14.36 $15.95
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    • S
      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
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      $14.36 $15.95
  • Little Boys Lightweight Fleece Half Zip

    Little Boys Lightweight Fleece Half Zip

    This is our lightest fleece. It's perfect as an extra layer inside or outdoors. Light, never bulky fleece fabric is brushed on both sides for softness. Anti-pilling finish. Half-zip pullover style.
    Item #430904-AK
    Color:
    $23.36 - $25.95
    $23.36 - $25.95
    $23.36 - $25.95
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    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
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      $23.36 $25.95
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    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
  • School Uniform Little Boys Lightweight Fleece Half Zip

    School Uniform Little Boys Lightweight Fleece Half Zip

    This is our lightest fleece. It's perfect as an extra layer inside or outdoors. Light, never bulky fleece fabric is brushed on both sides for softness. Anti-pilling finish. Half-zip pullover style.
    Item #430904-BP
    Color:
    $23.36 - $25.95
    $23.36 - $25.95
    $23.36 - $25.95
    $23.36 - $25.95
    $23.36 - $25.95
    $23.36 - $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
    Size: Please Select
    • S
      $23.36 $25.95
    • M
      $23.36 $25.95
    • L
      $23.36 $25.95
  • Boys Crew Sweatshirt

    Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Item #393695-AK
    Color:
    $14.67 - $20.95
    $14.67 - $20.95
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    Size: Please Select
    • S
      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
      $14.67 $20.95
    • XL
      $14.67 $20.95
    Size: Please Select
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      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
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    • XL
      $14.67 $20.95
    Size: Please Select
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    • M
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      $14.67 $20.95
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    • XL
      $14.67 $20.95
  • School Uniform Boys Crew Sweatshirt

    School Uniform Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Item #393695-BP
    Color:
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    Size: Please Select
    • S
      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
      $14.67 $20.95
    • XL
      $14.67 $20.95
    Size: Please Select
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      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
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    • XL
      $14.67 $20.95
    Size: Please Select
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    • M
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    • L
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    • XL
      $14.67 $20.95
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    • M
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    • L
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    • XL
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    • XL
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    Size: Please Select
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    • M
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    • L
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    • XL
      $14.67 $20.95
  • Little Boys Iron Knee Blend Plain Front Chino Pants

    Little Boys Iron Knee Blend Plain Front Chino Pants

    How could we make our easy-care blended chinos better than ever? Build them with Iron Knees® — a hidden polyester interlining at the knees that makes them super-durable where most pants fail the test time after time.
    Item #403845-AK
    Color:
    $27.86 - $30.95
    $27.86 - $30.95
    $27.86 - $30.95
    $27.86 - $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
  • School Uniform Little Boys Iron Knee Blend Plain Front Chino Pants

    School Uniform Little Boys Iron Knee Blend Plain Front Chino Pants

    How could we make our easy-care blended chinos better than ever? Build them with Iron Knees® — a hidden polyester interlining at the knees that makes them super-durable where most pants fail the test time after time.
    Item #403845-BP
    Color:
    $27.86 - $30.95
    $27.86 - $30.95
    $27.86 - $30.95
    $27.86 - $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
    Size: Please Select
    • 4
      $27.86 $30.95
    • 5
      $27.86 $30.95
    • 6
      $27.86 $30.95
    • 7
      $27.86 $30.95
  • Little Boys Crew Sweatshirt

    Little Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Item #393693-AK
    Color:
    $14.67 - $20.95
    $14.67 - $20.95
    $14.67 - $20.95
    $14.67 - $20.95
    $14.67 - $20.95
    $14.67 - $20.95
    $14.67 - $20.95
    Size: Please Select
    • S
      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
      $14.67 $20.95
    Size: Please Select
    • S
      $14.67 $20.95
    • M
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    • L
      $14.67 $20.95
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    • S
      $14.67 $20.95
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    • S
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    • S
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    • S
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    • L
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    Size: Please Select
    • S
      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
      $14.67 $20.95
  • School Uniform Little Boys Crew Sweatshirt

    School Uniform Little Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Item #393693-BP
    Color:
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    $13.27 - $18.95
    Size: Please Select
    • S
      $14.67 $20.95
    • M
      $14.67 $20.95
    • L
      $14.67 $20.95
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    • S
      $14.67 $20.95
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  • Little Boys Short Sleeve Oxford Dress Shirt

    Little Boys Short Sleeve Oxford Dress Shirt

    You asked, we listened. Our popular Oxford shirts now feature a stain-resist finish — spills and stains wash out easier than ever. Still featuring classic, expertly tailored details and made in our no-iron, out-the-door cotton blend.
    Item #458472-AK
    Color:
    $20.66 - $22.95
    $20.66 - $22.95
    $20.66 - $22.95
    Size: Please Select
    • 4
      $20.66 $22.95
    • 5
      $20.66 $22.95
    • 6
      $20.66 $22.95
    • 7
      $20.66 $22.95
    Size: Please Select
    • 4
      $20.66 $22.95
    • 5
      $20.66 $22.95
    • 6
      $20.66 $22.95
    • 7
      $20.66 $22.95
    Size: Please Select
    • 4
      $20.66 $22.95
    • 5
      $20.66 $22.95
    • 6
      $20.66 $22.95
    • 7
      $20.66 $22.95

Classic and comfy, our boys’ monogrammed pants add a touch of refined style to his casual cold-weather outfits.

Whether you choose boys’ monogrammed pants or plush personalized fleece hoodies, our customized cold weather clothing makes the perfect practical gift for any boy in your life. Like all our personalized gifts for boys, our monogrammed clothing is built to last, in classic, versatile styles that never go out of fashion. Our customized cotton sweaters, jackets, and hoodies are always carefully tailored to ensure he gets a perfect fit, whether he wears size 2T or 20. And because our older boys’ monogrammed clothes are available in styles for regular, slim, and husky sizes, his new personalized pieces will fit like they were made just for him.

We love our boys’ monogrammed pants, shirts, and sweaters for many reasons, but one of the best things about them is their wear-anywhere versatility. These personalized gifts for boys are sure to get plenty of use, from school and extracurriculars to weekend play dates and adventures with the family. Our customized cotton sweaters look polished and put together with his chinos or dress pants, or pair them with jeans or cords for a more casual look. Always comfy, our classic boys’ monogrammed clothes take the headache out of finding the right gift for your favorite little guy.
Products 61 - 72 of 402