Clipping Mask Not Functioning as expected.
I believe this is a bug, but I am not sure.
I am trying to give my character a permanent shadow when his arm crosses his body, so I thought I could accomplish this with a clipping mask, but here is the result:

The shadow just turns into an outline. Here are the layers: 
I have tried many different layer combinations and different work arounds. I even made a second "ghost" arm over the real arm, but the clipping mask still didn't funtion correctly and only showed the shadow ON the arm instead of in the torso.
So is this a bug, or just a limitation? I have been going crazy over this.
