Answer: it can't really happen in the way you think.

I can't tell if this is just a horny post or if u actually want it to happen, but it's complicated. In an ideal world, people of any gender don't feel embarrassed wearing heels or makeup. But it will never happen.

Some might argue that feeling embarrassed wearing "feminine" items is a sign of buried toxic masculinity or sexism. Others will say it's wrong for a guy to wear anything feminine and that a guy must always be the head of household. You can't just get rid of the extreme conservative Bible guys, and you can't get rid "radical" feminists.

If you want to make it more prevalent, go out there and start wearing clothing that may have been meant for women. Break the sexist barriers and be your best self.

And yeah your last sentence makes this definitely seem like horny ideas you have.