Well he did spend about 40 years fighting through hell to get to Dean. it is inevitable he suffered some injuries.<<< wasn't it 10 years? I know Dean was in hell 40 but I always thought that (I probably wrong i just wanted to say)
Team Free Will headcanon: I feel like the boys would stop in open, lonely places so the angels could stretch their wings every now and then. But why does gabriel have bigger wings than cas! Cas has bigger wings!