Genuine attempt to answer: It's seen as humorous or weird that a man would want to appear to be a young woman. It's unclear in this case whether the person being photographed is trans.

This article is not a tech demo or deep dive, it's gawking at a man "pretending" to be a woman. It reinforces the idea that trans women are just men "pretending" to be women.

It's not too many steps removed from something like Ace Ventura, which went out of its way to explicitly frame trans women as "gross". Yes, over time media has gotten a little less explicit about this, but there's definitely a long tail of media that's like, "Look at this weird trans/trans-adjacent person over here..."