My Teenage Son Likes To Wear Dresses
Big Kid Parenting

My Teenage Son Likes To Wear Dresses

Are you looking for answers on why my teenage son likes to wear dresses? 

While raising kids is an eye-opening adventure, some behaviors from your little one can leave you confused.

You know how often teenage boys rebel if you have one. They want to independence and autonomy in making decisions.

This is one of those experiences that leaves parents questioning their parenting and everything about their children. 

When you realize your teenage son is wearing dresses, you might panic and probably not know how to react. 

Fortunately, we live in an era where freedom of expression is more common than a decade or so ago.

Due to this, there are enough resources to help you understand your son’s behaviors better.

Also, you can get numerous resources with tips on how to be by your son’s side through it all. 

Better still, we are here to guide you every step of the way. So, here’s everything you need to know. 

My teenage son likes to wear dresses: What Do I DO?

Teens experiment a lot with dressing, sexuality, and gender. Whatever the reason behind this, there is no need to worry. 

We recommend that you talk to your son. This way, you can connect and get to understand why they are wearing dresses. 

Why Teenage Sons Wear Dresses

As mentioned, teenage sons wear dresses for various reasons. Before you have a sit-down with your son, here are some of the reasons to keep in mind: 

1. They might be transgender

Unlike other teenagers, transgender teens experience gender dysphoria.

Donning a dress might express the discomfort your teen feels in their body, especially secondary sexual characteristics. 

Soon you might see them wearing makeup and using nail polish, and taking up a female name.

As a parent, the best you can do is stand by their side through it all. They are probably facing bullies and stigma from society.

Create a loving environment for your son to discover his sexuality. Having a supportive parent will give them the courage to face it all. 

If you suspect or realize your son is transgender, it would be best if you consult an expert.

They will advice or offer treatment options such as therapy, gender reassignment, hormone replacement therapy, and gender reassignment surgeries.

See more in a related post: My Daughter Says She Is Pansexual

2. They are gender non-conformist

Society expects males and females to dress in a certain defining way, such as dresses for women.

But, chances are, your son doesn’t think that dressing should go with sexuality. 

As such, they might be wearing dresses because they believe anyone can put on dresses. They are also wearing dresses because they feel pretty comfortable in them. 

This should not worry you. On the contrary, you should be proud and realize that you have raised a confident son.

3. Erotic interest

Wearing a dress might be his way of earning female attention. He’s probably copying their fashion style and behavior to attract their attention. 

Teens have large surges in sexual hormone testosterone which is important in normal development to the masculine frame.

Your son is likely to be confused about handling the newly developed sexual urge and attraction to girls.

Take time to talk to your son about how he feels and guide him in managing the interest. 

Probably, he will use other ways to get to interact with girls that will attract less stigma and negative attention.

How do you talk to him?

Start by acknowledging your feelings towards the dressings. If you are angry, fearful, worried, or concerned, you are allowed to feel all of that.

It is also best if you talk it out with your partner. 

However, keep in mind that your son’s feelings also matter. Do not be judgemental.

The most important thing is that you communicate your feelings to them but still be supportive of their reasons behind it all. 


If you find yourself questioning why my teenage son likes to wear dresses, we are here to tell you that you do not have to panic.

Your son could be transgender, non-gender conformist, or is probably experimenting with their fashion sense.

Whatever the reason is, you should talk to your son and be as supportive as you can as a parent. 

Iesha Mulla

Iesha is a loving mother of 2 beautiful children. She's an active parent who enjoys indoor and outdoor adventures with her family. Her mission is to share practical and realistic parenting advice to help the parenting community becoming stronger.

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