Okay, so I guess now would be a good time to present these really rough drafts for map icons. 

[hider=Rough Draft *Art Not Final*]
[center][img]http://i.imgur.com/mXeMgE9.png[/img][/center]
[/hider]
I drew influence from Olivia and Lucia's CS portraits and came up with these. Now, this is all assuming that we stuck with circles for the map icons. That may or may not happen thanks to Charlotte's close-up image. I picked image border colors from pre-existing borders, name colors or character dialogue fonts. When I didn't have any of those for an image, I tried to pick a color from the photo that worked well with the character. I can change any of these colors if anyone wants me to. If you can shoot me a message with the hex color you'd like, I'd be happy to change it for ya :)

Admittedly [@Pudding], I've got a version saved of Karlita with a pastel rainbow border just because it really matched the other colors in your character photo xD. 

There's the potential that the icon may become portrait shaped, but I dunno if we'd still be using the borders or not.