My Son Dresses Like a Princess

And I’m totally down with that.

On most days in our house, my 3-year-old son can be seen for some length of time wearing a dress.

Before we entered legit Disney-approved princess dress territory, my son would bring us long scarves (once used for sensory play when both my sons were infants) to fashion into royal capes, dresses or skirts. If we wrapped the scarf around his shoulders, he was a queen. If it was wrapped under his arms, like an empire-waist, he was a princess. If the dress didn’t touch the floor, however, we may as well have been dressing him as an astronaut because if it doesn’t touch the floor, it just plain isn’t royal.

I admit that I wasn’t quick to buy him the first princess dress he asked me for — a sparkly Elsa dress. I think that when you have a second child, you kind of hope that you’re not going to get thrown any new wrenches. I wasn’t gung-ho about having to deal with a completely new territory of parenthood with my second kid. I wanted things to be easy and predictable (or as close to that as possible).

I figured he could play “princess” with the odds and ends we had around the house already. Was there a part of me that didn’t want to encourage his inner princess from coming out? Maybe. Perhaps I was hoping we could satisfy his “royal” craving by adorning him in scarves and calling it a day (and maybe it would pass). But then one day, during a Superbowl party at a friend’s house, we noticed that our young son had been occupying himself for quite some time in our friend’s daughter’s room. When I went to check on him, I found him in an almost dreamlike state in her closet, among her vast collection of fake-gem-encrusted princess dresses and shoes. He asked if he could put one on, and even though it was three sizes too big, he wore the dress like it was tailor-made. Oh, and the shoes. The shoes! He clomped along in those too-big purple, sparkly heels, watching the way his toes peeked out from underneath the skirt of the dress and admiring how the hem trailed along the floor behind him.

This was it for me. Seeing him in his first “real” dress was the push I needed to let go of whatever was holding me back from allowing him to have his own princess dress, and engaging fully in his princess play. Every part of his being radiated happiness. He looked like he felt special. And why not? Princesses are special. Why would I deny him this feeling?

The next day, we borrowed an Elsa dress from the same friend, and he wore it to the playground. He disappeared into an imaginary world on top of a snowy mountain, singing about how “the cold never bothered him anyway.”

I posted a picture of his joy online, and immediately the calls from family came pouring in.

“I saw an interesting picture today,” quipped one member.

“You let him wear that outside of the house?” said another.

“Maybe you can just tell him we only wear dresses indoors?” suggested yet another, as if I had asked for their advice.

No. I live in Brooklyn. Boys get to wear princess dresses here, without much more than a second glance being thrown their way if they get that at all.

In preparation for our upcoming Disney trip, I considered ordering him a princess dress online. But then I thought, why not let him pick out his own right there, in the heart of it all? My mom, who was accompanying us to Disney, asked, “Can’t you encourage him to buy a prince costume? Or what about a cowboy costume?”

“He doesn’t want to be a prince. Or a cowboy,” I said. “He wants to be a princess.”

On day three at Disney, we rode the Frozen ride, and lo and behold, during our exit through the gift shop he spotted The Dress.

“Elsa dress! Elsa dress!” he shouted. He was practically hyperventilating.

We hastily tugged it over his t-shirt and jeans as soon as we paid for the poofy, sparkly number, and he commenced a heartfelt rendition of “Let it Go,” as little girls everywhere are wont to do in their Elsa dresses while standing in the middle of the fake city of Arendelle in Epcot center. Even my mom could not deny that it was pretty cute.

In the months since, we have quickly grown our collection of dresses and princess dolls. His most recent dress aquisition was Belle’s yellow gown from Beauty and Beast, and when he put it on, his older brother let out an audible gasp and said, “Wow, you look so beautiful.”

I admit, this is a lot fun for me. As a mother of two boys, I didn’t expect to be able to have a little princess in my life. I didn’t expect to get to play dolls with my son, and have little high-heeled doll shoes stuck in crevices in my couch. I certainly did not expect trails of glitter all over my house and my furniture. But I also have to remember that I can’t spoil him with every dress or doll just because I want him to know I’m ok with however he chooses to play or dress.

Some people have suggested that I prepare myself for the possibility that my son might identify as a female and that the insistence on wearing dresses could be the beginning of something much bigger for him. Maybe it is a possibility. Maybe it isn’t. Some people have asked if I am “worried”. Worry is the farthest thing from my mind, which is something that surprises me, because worry is something that comes naturally to me. I am so not worried. Far from it.

I love my son so very much. I love him as a princess. I love him not as a princess. I’ll love him if at some point he tells me he is a girl or if he tells me he likes boys. I know this because I thought I had a problem with him being a princess until I saw his face when he put on that first dress, and I thought, what I wouldn’t give to see my son this happy forever.

So I don’t know what this all means, if it means anything. What I do know is that my boy is a princess on some days, a queen on others, and other days he’s just himself.

Illustration by Amanda Crowley, for Well Rounded.

Alexis Barad-Cutler

Alexis Barad-Cutler

ALEXIS BARAD-CUTLER is an Associate Editor and a frequent contributor to Well Rounded. Alexis Barad-Cutler is an Associate Editor for Well Rounded, and the founder of Not Safe For Mom Group (NSFMG), a space for women to express raw feelings without judgement. She also creates content for sites like Mindr, Fatherly, Hey Mama, and Beyond Mom -- among other places that cater to the parenting set. Find out more at and follow her on Instagram, Twitter and Facebook.

Comments {8}

  1. Love this. It wasn’t until I had boys that I started questioning all of the societal rules restricting what boys are allowed to like/wear/play. I’m kind of amazed that I didn’t notice and object sooner, because it’s ridiculous that boys are so limited in the colors and clothing styles and activities that they are allowed to enjoy without running into opposition from someone with rigid ideas about what’s acceptable.

    Tara C
    1. We totally agree, Tara! Thanks for sharing your thoughts.

      Jessica Pallay
  2. Cool story!
    My son is 2 and has always been attracted to sparkly toys, pink clothes and necklaces. He loves Frozen and Cinderella, but also Cars and Thomas.
    At first I was hesitant to buy him more “girly” things. The other day he wanted sunglasses that were made for older girls. Bright pink, with sparkles and pearls all over.
    It wasn’t so much that they were girly but that they were so over the top ridiculous.
    My husband said “Why do you care? You want him to wear sunglasses and he likes these ones”
    So we got them and they actually look pretty cute. Especially with that big smile underneath.
    I’m going to try to chill. No one wants an overly controlling mom.

    1. Aww, Clara, your son sounds like he’s got great taste! And you and your husband sound like you’re rockstar parents.

      Jessica Pallay
  3. Such a sweet story. Loved reading about it, and as a parent, I completely agree that when you see utter joy and happiness on your child’s face, why would you want to squelch that just because someone else is slightly weird about it. What a Good mom, and a super cute kiddo!

  4. Interesting to me how at the end you said “my boy is a princess on some days, a queen on others and sometimes he is just HIMSELF” implying that he is not himself when he is dressing up. I respect your opinion and I do clearly from the way that you write that you do love your son, but I politely disagree. I feel as parents, it is our job to instruct and help children in this world. People easily get confused on what is right and have insecurities and doubt who they are. But I believe that God created us either male or female, and even if you don’t believe in God or the Creator, even science says it one way or the other. Anyways that’s just my opinion. I hope this doesn’t offend you, just trying to give a friendly reminder that it’s ok to tell a child something and doesn’t necessarily mean you’re not being loving. 🙂

    Momma C
  5. I love this, I love this so much!

  6. Hi Momma C. I am the author of the article. I did not intend to imply that my son is not himself when he is dressing up. My son is always himself, no matter what he is doing (dressing up, not dressing up, being silly, crying, etc.) If you were meaning to point out my use of the pronoun “him” — you are right to point that out. My son identifies as male (currently), and also feels comfortable wearing clothes that people typically associate with female attire. He also enjoys engaging in play that some might associate with female. To me, things like clothes and toys, or behavior, being male or female are simply constructs — not laws. You are entitled to your belief in God, and a gender identity that exists in only black and white. I believe that while we may be born with a certain anatomy, our own gender identities, however, exist on a spectrum. Thank you for writing, and for thoughtfully commenting on this piece.


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