There are tons of threads asking for Annie skins that show her as a tween, teen, adult, etc.
There are tons of arguments both for and against making Annie grow up.
Here's a possible compromise.
What if:
Annie is growing up, but prefers to fight in the form of a child? Annie uses her prodigious talent in sorcery to magically morph herself into whatever she wants to look like in battle.
This way her true age can be progressed in the lore while offering a legitimate reason to maintain her classic look.
Special "tween, teen, and adult" skins can be immediately designed and sold for Annie enthusiasts who want to play her as a different age. All three in one release even because she is using her magic to appear any age of her desire.
The default will always remain the classic "dark child" Annie because she usually prefers to fight in her child form.
If you've got art that you'd like to share for this, then post away!