I think she has the potential to look like a bit like a boy with this particular haircut, but it doesn't happen that often since she isn't set up in the right clothing, etc.
I agree on Akari though, her face is very girlish. I'd only maybe assume she was male from an angle where I couldn't see her face and she was wearing baggy casual/sporty clothing. Doesn't change the fact that I'd love to see S/mileage have their own sort of "Mr. Moonlight" single with her in a suit, or a male school uniform, something. Would be adorable.