Using the Game of Thrones dollmaker on www.dolldivine.com, I have created a reasonable facsimile of the five main-ish characters in my current book, working titled after the main character, Elise. The characters, from left to right, are as follows:
It being a Game of Thrones-themed program (by the way, I highly recommend both reading the Song of Ice and Fire books by George R. R. Martin and watching the TV adaptation on HBO), the clothing options were medieval and included cloaks. However, the program works well for this because of Elise's archaic clothing style. As for everyone else, I imagine this is somewhat the styles they wore at different points in their own history-- of course, in the present, they wear modern clothes. The swords three of the characters are holding represent their combat-oriented skill sets; if you could see Gregory's right hand, you would see that he, like Elise, is holding a book.