(You may not get the references, but this will be a series. XD)

She would be:

For Skyrim: Hm... hard one. Maybe Babette before she joined the Dark Brotherhood...? XD link

For The Office (US): Pam, in early seasons. Not in the later ones: just in the early ones. link

For Warriors: Leafpool, as an apprentice, so Leafpaw. link

For 30 ROCK: ... No one. XD Because no one there is really shy.

For Pokemon Mystery Dungeon: Hm... perhaps Diglett, but as a girl? Diglett doesn't talk much, so. link

I'll be posting もっと見る of these soon. ^^