Jiggle you say? Are we talking a slight bob or some full-blown Team Ninja DOA independent tit physics shit? I think I'm fine with the former, although I honestly never noticed. I probably would have noticed perfectly static breasts. Oh, to have been a fly on the wall at Bungie when they were deciding what to do with Cortana's sweater meat.

It's hard to make a naked lady not come off as titillating (although she kind of had chimp titties in H1). If they didn't want pervs filing her away in their spank bank, they should have put some holographic clothes on her, like that Halo Wars AI.

As for her hair length and color, that is completely subjective. I don't care either way. Though, since Jen Taylor has longer hair and has a thin frame, I find that, for me, the voice seems to fit later incarnations of the character better.