Maybe then you should make it look like how you conceptualised the character in the first place.
That could be a problem, originally the first sprite was made by my friend based on my loose instructions and crappy
ohgodwhatthehellisthis sprite, the current sprite was made by experimeting and tons of revisions. As for the story, you could say it's a little serious, nut, say, if you've played the Zelda games, they try to lighten up the mood somehow. I'm gonna try to do the same. So, maybe anime~ish could work.
I had this for portrait/mugshot before:

But then I lowered the window size of the game and it looks too big, I think;

the face scares me so i made an edit

it's less realistic and its softer and like the actual sprite over there(its 2:40 am im tired i dont need to explain myself!!)
unless the girl really is a 40 year old balding woman
This I like, reminds me a bit of advange wars
or whatever the series was called. Maybe I try something like this.
And, something I'd like to know too, is the font readable? Are the textbox colors good or bad? Should the rest of HUD go away when the textbox is visible?
Edit:
Go me!
It's true though: you need to make the decision that best fits what you want, not necessarily what you think you need to do.
I'm not good at making this kind choices, it's so easy to judge when playing game others have made, but when you try to find the right style for everything, it becomes so complicated. I'm not really sure how I want the game to look, I know how it plays and that's important to me. So far, I've found that I just should try out different things, if it doesn't work out, try something else. And asking others who might know better about this kind things.