Figure out how to eliminate the shadow. Right now, assuming due to post, it looks like a halo - almost like the ones you'd see in bad HDR.
I think the overall feel of what your goal was is there, I just think you pushed it a bit too hard in post. What's your light set up? If you're going for the "American Apparel" look, check out number 8 of this tutorial 10 Ways to Shoot Stunning Portraits With Only One Light.