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Agree.
It's only an issue if it's about being a woman rather than challenging gender stereotypes.
You wouldn't bat an eyelid if a woman had short hair and wore trousers but still considered herself a woman. Rightly so.
In turn, men are allowed to buck conformity.

My ss loves wearing a skirt. I am really proud of him. He knows he is a man but likes wearing a skirt and sometimes makeup. I am a woman, as a child I liked cars, trains and making mid pies. I am very much for anyone can wear or like what they want and stay the sex they were born as. I am so glad I was bought up away from this era.

Really not bothered by this. There are far bigger issues at play and focusing on this looks a tad bigoted which is not a good look when there are important topics to discuss.

But if seeing Nick in a dress helps a boy to realise that there is no set way to be a boy, that's great

this

ive known a few little boys who wore Disney dresses or who wanted to be a Disney Princess

If toddler Jazz Jennings had just been allowed to wear the dress, then young adult Jazz might still have a penis.

Indeed. And Jackie Green... and so many more. It's impossible to know who would have had a debilitating gender dysphoria which (after all other possible treatments have been properly tried, not just a tick box then affirmation) resulted in a final resort gender reassignment. However, it's very possible to know that assuming a child's preference for a dress and "girly things" indicates that they are trans is wrong on every level. No child should transition. To transition a child locks them in to a pathway of how they see themselves in the world as they get old enough to understand the world around them.

But if seeing Nick in a dress helps a boy to realise that there is no set way to be a boy, that's great.
All of this very much depends on Nick and his views.

Agreed. I would much rather widen the bounds of what it means to be and dress as a man, than tell little boys who want to wear dresses that that means that they're girls.

If toddler Jazz Jennings had just been allowed to wear the dress, then young adult Jazz might still have a penis.

So long as he doesn't pretend that this attire makes him a woman, I don't see any problem with this.

This isn't a problem. It's a man in a dress.

The problem is what gets teamed with it. For example, telling men (and women) that they need to be dressed a certain way, telling young boys that if they like dresses they are probably girls (so let's put you on puberty blockers, resulting in sterility) etc.

The other problem is people clamping down with bigotry on anyone that doesn't conform to sexist stereotypes.

It's just a man in a dress. Perhaps he "identifies" as a TW. Perhaps not. Either way, he's still a man in a dress. If it transpires that he is a TW and would prefer me to use she/her to describe him, I have no issue with that and would make that switch. I'm still aware of biology - so it doesn't change anything in that respect.

He's not dressed in any sexualised way. Therefore, no issue in front of kids. Obviously if he starts overtly getting off on kids seeing him dressed as "a little girl", or has any known history of autogynophilia then he absolutely shouldn't be given a platform to play out a fantasy. That's one of the reasons why there are safeguarding checks when adults work with children. But unless we know this, it's just a man in a dress.