The Best Dress Shirts for Boys

When you're getting ready for family photos or an important event, you'll need a dress shirt for your boys. Thing is, dress shirts come in all kinds of designs and styles ranging from casual button-ups with prints to solids that go well with suits and tuxedos. Though we appreciate the sheer variety available to choose from, it can be tough to figure out which one is the right one. At the end of the day, what matters is that you find one that both you and your kiddo love, so to help you do that we created this roundup of our favorite dress shirts for boys.

French Toast Long Sleeve Dress Shirt

Simply affordable

We love how good this dress shirt looks, and we love the price even more.
Best Overall

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If you’re on the hunt for a classic dress shirt at a great price, this one from French Toast may be it. The materials are easy to care for and wrinkle-free, so even if you’re in a rush, you won’t need to worry about ironing or steaming it. As a matter of fact, it’s even machine-washable for quick cleaning. The company assures it will stay in good shape even after fifty or more washes. Overall, this is one of our favorite choices for uniforms, family photos, and events.

Pros:

  • There are a few colors available, so you can match different themes and suits
  • The price is extremely affordable
  • It’s available in standard and “husky” sizes for added convenience

Cons:

  • The fabric is thick, so it’s likely a bit too heavy for hot weather
  • Double-check the size chart because it can run small

Calvin Klein Long Sleeve Dress Shirt

Lightweight comfort

This dress shirt combines the formal design you're looking for with casual comfort.
Best Classic

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Traditional dress shirts go well with nearly anything, including dress slacks, suits, khakis, and jeans. That’s why every boy should have at least one in their closet, and if they’ll only have one, you may want this one to be it. Although it’s long-sleeved, it isn’t too heavy, which means it won’t make your child too hot. We love that it’s soft and smooth, too, because many kids who are sensitive to other fabrics will be okay with wearing it. In fact, most kids even find it comfortable enough to wear for hours.

Pros:

  • You can get this shirt in lots of fun, bright colors
  • It’s available for toddlers, kids, and teens in standard and “husky” sizes
  • This shirt is machine-washable

Cons:

  • The material isn’t warm enough to be worn without a jacket if it gets cold outside
  • It runs small, so you might want to size up

Alberto Danelli Dress Shirt Set

Great value

If you want to skip the hassle of finding matching accessories, this set has you covered.
Best Set

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Finding a good dress shirt can be tough; finding a handkerchief and tie to match can be even harder. The Alberto Danelli dress shirt set removes all that stress and makes life easier. It comes in a large variety of colors, and each one includes a tie and handkerchief to match. The tie itself is a clip-on, making it easy for your kids to put it on themselves. When you add the matching handkerchief and slacks, you get a complete look that works for nearly any occasion. It’s an all-around excellent option.

Pros:

  • The options include both bright and pastel colors
  • Ideal for both formal and casual events
  • Excellent price

Cons:

  • You don’t get to choose which tie and handkerchief come with the shirt
  • Clip-on ties fall off easily

Gioberti Short-Sleeved Dress Shirt

Cool convenience

This premium short-sleeved dress shirt provides both comfort and versatility.
Best Short Sleeve

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When it gets hot outside, long-sleeved are almost never comfortable no matter what fabrics are used. That’s why this short-sleeved dress shirt by Gioberti is such a fabulous choice. It is soft and lightweight, making it good for warm weather or for wearing underneath a suit jacket. We especially love it for casual events and school uniforms. As an added bonus, when it gets dirty as most kids’ clothes do, cleaning it won’t be an issue at all — just toss it in the washer and it’s good to go.

Pros:

  • You can get this shirt in lots of different colors
  • The cost is so low you can get several to fill the closet
  • It fits well and the sizes are accurate

Cons:

  • You can’t put it in the dryer
  • It’s a bit thin

Ben Sherman Long-Sleeved Dress Shirt

Fashionably fun

For added fun, skip the boring, basic solids and go for this unique style option.
Best Print

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Are you bored with all of the solid colors? If so, you may want to take a look at this long-sleeved dress shirt by Ben Sherman. It’s made of pure, durable cotton and comes in several different print options. The front pocket is a convenient spot for your kiddo to carry some cash, tickets, or a little toy. Soft, warm fabrics make it a comfortable choice, as well. It can be worn under a jacket, suit, or alone with nearly any type of outfit, and most kids don’t mind wearing it for hours.

Pros:

  • The prints and colors are all bright and look fantastic in almost any setting
  • It can be cleaned in your washing machine and dryer
  • Cotton is more breathable than polyester blends

Cons:

  • It runs small
  • The buttons aren’t as durable as the rest of the shirt

Frequently Asked Questions

When would it be appropriate to wear a dress shirt?

Dress shirts can be worn in a variety of settings. For example, if you’ll be visiting family for a special party, you may want to dress your kiddo up in a nice dress shirt and slacks or chinos. A dress shirt is also ideal for dressing up for formal events, such as weddings. If your boy’s school has uniforms, you’ll need a few dress shirts ready to go.

What’s the best type of dress shirt?

It’s hard to deem any type of dress shirt the “best” because this is largely subjective. There are several styles to choose from when you need to get a boy’s dress shirt. There are long and short-sleeved shirts available in all types of different materials, colors, and prints. No matter what you’re trying to get your child dressed up for, you can find a dress shirt that works.

Why Trust Us

Since 2001, our experts at TheFashionSpot have been providing millions of people with our take on the latest trends. TheFashionSpot is constantly looking for the hottest styles in clothing and accessories for people of all body types. Our team knows that beauty starts well before the closet, so we are also dedicated to finding the best products for your skin and hair.