Usually while your watching the first one run across the road you end up hitting the second one. However , in your case I think that the first time you got the first deer out of the woods and the second deer was standing there watching you back over his buddy. So about a month later he finally cannot take it anymore and waits for you to drive down that road one more time.
Suddenly he sees you and this time he's wants revenge. So out of the woods he charges and rams that head straight into the side of your shinny car.
Well I almost hit an 10 pointer that jumped directly in front of my car last week. I was so close my headlights were on his legs. I hit the breaks and turned slightly right just enough to miss him. I still don't know how I missed that thing and he was one BIG BUCK!
Sorry to hear about your car man that does totally suck. 2 times no less! Unbelievable.