Teclo said: Is there any particular reason that her Shadow self has far smaller tits than her?
Well, this is going on a bit of a guess, but... (mild spoilers to her character) Naoto's shadow represented her desire to be an adult male, because as a young girl, she got no respect as a detective despite her skills. In reality, though, it's hinted during a few scenes that she has actually a rather feminine figure (Rise is shocked and somewhat dismayed by Naoto's measurements after a physical, and the girls crowd around her to comment on how good she looks and feels in a hotspring). In this way, while exaggerated, the real Naoto represents her true body while the shadow represents her closer to her ideal.
Or, there's the easier explanation: They wanted to draw big boobs and small boobs to appeal to two demographics at once.