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Boys Dress Shirts & Suits

Don’t you just love dress up days? Ok, to be fair, your little man may not love them, but he just looks so darn cute all dressed up! Stylish boys’ dress clothes need to start with a solid foundation, something versatile that can also anchor the outfit. What you need is a fun collection of boys' dress shirts. And Macy’s is your dresswear destination.

When it comes to dress shirts for boys, there are so many options. Boys’ clothing doesn’t have to be just solid colors or stripes. Dress him up in fun patterns he’ll love like cool camo and playful checked patterns. Or grab a shirt with a pocket or two so he can stash his favorite fidget toy. Stay tuned for a few of our favorite ways to style his dress shirts.

The boy’s version of business casual. You love the look on grown-ups, and it’s also perfect in a pint-sized version. Think of pairing a patterned short sleeve dress shirt with a pair of jeans and black canvas sneakers. Is school picture day coming up? Add a boys’ blazer to this ensemble to dress it up a bit for the camera. By the way, Tommy Hilfiger has some really cute prints that would definitely pop for pictures.

A mini black tie affair. Heading to a wedding? It’s time to shop for classic boys’ suits. Suit sets most often come with a blazer and dress pants, so all you need to add is a crisp dress shirt. Solid colors work best with these looks, so pick up a traditional white button down shirt or one in a hue that complements the colors of the wedding party. This can likely double as his communion suit too, unless you prefer to put him in all white for that occasion.

Have fun with it! It’s never a bad idea to let him choose his own look from time to time. Big boys (typically sizes 8-10) have likely already developed their own sense of style, but especially for little boys (typically sizes 4-7) and toddlers, picking their own outfit can be a creative way to get them used to wearing dress clothes. So in addition to his new collection of dress shirts, make sure there’s at least a couple pairs of boys’ dress pants he can use to mix and match.

Shop dress shirts for boys, available at Macy’s.

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How to Pick up Your Order Curbside:
  • Available at limited stores. Click on the store location link to see which stores are Curbside Pickup eligible.
  • Once an order is made through Curbside Pickup, look for an email with specific instructions and pickup location for your store.
  • Orders that are placed before noon will be available for same day pickup. Orders made after 12pm will be available for pick up the next business day.