Why Dressing Little Boys is Fun

I am currently pregnant with my second son. When we found out the sex of our first, I heard on more than one occasion, “oh… but girl clothes are so much better/cuter/more fun,” followed by a look of sympathy.

I will not even go into the annoying gender politics of that statement, but it was basically right then that I determined that 1) my son would be adorably dressed; 2) I wouldn’t break the bank doing it; and 3) those people would eat their words. Two years and change later, I think I’ve been pretty successful. Sure, we have plenty of shirts with your standard trucks, monkeys and dinosaurs, but I like to think that the majority of our wardrobe is a bit more classic and fun than the basic boys department fare.

The glasses were part of a Harry Potter Halloween costume. I do not actually accessorize my child with fake glasses.

First, remember that dressing a kid (before they hit the phase where they care about what they’re wearing, and I recognize that it’s all over at that point) should be fun! Adults can’t get away with a lot of the things kids can. Mix patterns, buy ridiculous hats, go vintage – do whatever inspires you.

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I also love to invert the traditional solid pants + patterned shirt setup, and instead pair striped or plaid bottoms with a solid or graphic shirt. For casualwear, I love the Gap Striped Pants from their Playtime Favorites line (which I never buy for less than 50% off with coupons) or Mini Boden play sets (which I only buy on consignment or clearance).

I can’t tell you how many times I’ve heard “but… but… bows and tutus!” in defense of the “girls are more fun to dress” argument.  To that, I present you with bowties, and hats, and sunglasses, and oh, the shoes.  Amazon actually has a pretty great toddler bowtie selection for cheap, and I have lots of fun knit hats from Zulily. See Kai Run and Keens are our go-to shoe brands.

Think outside the box when it comes to stores.  While I love the staples at Old Navy, Target, Kohl’s and Baby Gap as much as the next person, if I want something special I start scouring the sale sections of stores like Tea Collection, Kitestrings, Mini Boden, Ruum, Kickee Pants, and Next Direct.

He loved it, I swear.
He loved it, I swear.

The moms I know have very strong opinions about this, but I’ve found that buying a year ahead at end-of-season clearance sales has worked out well for us and lets us stretch the budget. But, then again, my kid grows into and out of sizes right on schedule, and I can always throw it in the bin for No. 2 if it doesn’t work out.

Of course, now that my kid is two, we’re reaching an age where he adores shirts with his favorite TV and movie characters on them. I really love the designs of the character shirts at Threadless for the Disney/Muppet/Sesame Street fans and Junk Food for Baby Gap for the superhero fans. He loves that he has a Mickey or Elmo shirt, I love that it’s a little more understated than the typical character fare.

So, to the haters of boy clothes, I say enthusiastically that you are wrong. Dressing boys is actually a lot of fun – embrace it!

Brieanne Hilton
Brie Hilton lives in the Northland is a stay-at-home mom with multiple side hustles in the Northland. Her oldest son, Charlie, is 7 and has his own pet-sitting business and outsmarts his parents at least three times a week. Her youngest, Patrick, is 5 and has cerebral palsy and autism, so she considers herself an expert on navigating the special needs life on way too little sleep. In her spare time (ha), Brie teaches group fitness classes, has a boutique in her basement, naps too much, and actively ignores the piles of laundry on the floor.

2 COMMENTS

  1. I agree a THOUSAND percent! I got the same comments about dressing a boy, with both of my babies. There are so many other good boy brands out there, Polarn O. Pyret and Appaman and and boutique-y stuff like Salt City Emporium (obsessed with their baby leggings lately)… H&M is a great staple too, frankly the quality is better than Gap.

    These days there are tons more fashionable offerings for boys, which I am SO thankful for. Still nowhere what it should be, but much better than even five years ago when I had my first. There is hope for sure.

    Hoping these comments are full of more baby clothing recs, I am always on the lookout for new brands!

  2. Agree!! Dressing boys is fun because people think it’s not, and are easily awed by a cute bow tie or other simple accessory. A smartly dressed boy can stand out in the crowd of otherwise run-of-the mill clothes whereas there’s definitely an over-saturation in the cute-girl-clothes department. Plus I don’t have to dress my boy in only pink, which is one of my least favorite colors! Here’s an idea: Wouldn’t it be fun to ask moms for their favorite photo of their handsomely dressed boy? I’d love to see the creativity going on there.

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