it looks odd on the model, like the pocket is in a funky place, plus the pose is making the jacket look unflattering.
that said, i think it could be very cute and am inclined to see it with a striped tunic, skinny jeans, ballet flats, chunky Chanel charm necklaces and a funky hat.
oooh, that's tricky, I feel like it could go either way... I'd want to try it on IRL for sure. I think it would help if you could get a size smaller than the way it fits on the model, so it looks shrunken and more tailored, but it looks like there might not be enough room in the sleeves if you did that.