What kind of oufit would look best on me?

This one

That's hard to say, considering I don't know what you look like. Not asking to see a pic of you, just saying.

Denim shorts, loose tank top, stockings, and boots.

Depends on the occasion of course. And your style. And your body shape.

Personally, I think a pretty dress looks nice.

this one ....*purs like a kitten*

How can anyone even know that?

I have no idea what you look like. So. Anything?