Would you let your 5 years old son wear a dress?

if they felt the happiest in the clothing they picked, absolutely. it is ALL about comfort and happiness/feeling good. But, be prepared to protect them against society norms if you are their parent.

The fact that you only asked this about boys highlights how women are viewed as inferior in our culture. If you had asked about whether parents would allow their daughter to wear jeans and a flannel shirt, most people would wonder why you would even bother to ask such a question, because a woman wearing men's clothing isn't viewed as violating the natural order, while a man wearing a dress is. This is also why nearly all anti-trans rage is directed at trans women, but not trans men. No one cares if a trans man uses the wrong restroom, just if a trans woman does.

No

Nope . Although all of my daughter’s sleepover friends grabbed him and did his hair and applied full makeup , and he let them … loving the attention no doubt .

Yeah. My mom let me dress however I wanted no matter how much it stringed in her eyes that I wore heart patterned pants and a square patterned top with yellow dot socks.

At home, playing with other kids. At that age , I don’t think that kids have the capacity to understand what’s going on now.

It was actually a fashion at a certain time period to dress up boys as dolls. Strange how anything and everything will become fashionable if given time.

No. When I was 5 I wanted to be a fire truck when I grew up. Not a fireman..... My mom kept the page where I printed that in a coloring book. So at 5............no child should be DIRECTED to think or decide or be indoctrinated into anything.......especially sexual.

Probably just at home and probably not very often.
At five his reason would have ZERO to do with gender identity and so I would allow him to have his fun but I would not confuse him with any kind of gender identity concerns

If he's just at home, then yes, certainly. If he wanted to wear one at school, I'd subtly ask him why he felt the need to wear it and if it was a fundamental desire in him and made him happy, then I'd have a word with the school to allow him to wear one. I'd also explain to him the likely reaction he'd get from the other kids, and also from ignorant adults, and if he still wanted to go ahead, then I'd support him. It's basically a piece of cloth around his body. Up to the late 18th century, dresses were regularly put on boys. Styles of clothing are just a social convention. People hated the way hippies and punks dressed. We've all been socially engineered to conform.

No. Not ever.

It's interesting that we (as women) can easily wear men's clothes (such as blue jeans – I mean those are male trousers aren't they!), whereas men wearing female clothes are seen as deviants.

No.

Does a kilt count 🤔

While my initial response is why not?... I'm starting to think about how others would text and treat him... Kids can be so cruel and I'm thinking of potential harm from them

If they wanted to at home, for fun or trying yeah, but not publicity, now if as an adult or teen he wants that I'd be ok with that too

There is a lot of freedom today in how people dress. I hope this freedom will keep increasing. I look forward to the time when men can wear dresses without it being a big deal, just like women can wear pants. So I would certainly let a boy wear a dress if he wanted to -- although, depending on the social context, I might have to warn him that he might get weird reactions.

I'm curious about this question, btw. Does it come from an experience of yours?

Many years ago, around the turn of the previous century or even earlier, very young boys wore dresses.

At home. I admit I wouldn’t want him scarred by possible ridicule from kids and other people. And sometimes there’s much less to this sort of thing than meets the eye.

When we were kids, my brother (who was about four, I was nine) started carrying my purse around the house.

Our father was horrified, but to her credit Mom told him not to make a big deal about it. They got my brother a bag that was gender-neutral and suggested he return my purse to me.

When I opened the purse, he had been using it to transport his green army men ! So he was perfectly happy with the alternative they offered him.

What if your son identifies more with being a girl than with being a boy as some boys do? I don’t see the harm in this, but unfortunately too many people have trouble getting past their own ignorance.

Only on Halloween

No!

No 🤦‍♂️

if he had wanted that, yeah okay. Its only clothes and kids like to dress up.
if it was for school, i would say no though

no way im a little person so I can even fit in 3t size outfits but no way im puttin on a dress!

No, I think crossdressing is for consenting adults.

No. Why would a boy wear a dress

kilt

Yeah as long as it didn't have anything to do with him feeling like a girl or some bullshit like that

I wouldn’t love it.

There's nothing wrong with that, just as long as the parent realizes it's just a phase, and the preschool/kindergarten teacher doesn't try to push the kid into something and confuses him.