Not exactly a "tranny" thing, more a wider cultural trend by the "bluesky crowd".
This sort of thing is actually fairly popular with "pediverse" denizens like Tello.
It's creepy how semi-accurate it all is and yet they can't help but add in their modern sensibilities.
Let's look at some album covers from one artist:
OK. They look pretty nice. They'd fit in perfectly with a bunch of old Japanese kids' stuff.
Let's look at some more...
Getting a little less accurate.
What about the final few?
Ah.
Bonus Round:
Something I saw in semi-realtime.
I see the following in my youtube recs:

Oh, that's pretty cute. I detect an unfortunate aura though...
I don't click on it.
About a year later, I happen across
this in someone's FA favorites (looking for images for another thread ...which I never poasted lol!!!)

"New little ref for a more GIRLY version of myself,, Want this new year to be full of experiencing and growing and understanding myself more and I think this is a good step in that direction,, who knows how much of this character will change but WELL SEE!!! ARF AWRFF BARK BARK WOOF!!"
Ah, most unfortunate indeed...