1. Yes, it does. Relative to the outside observer, the bullet before it is fired is actually moving at 100mph, together with the car. Firing the bullet and accelerating it to 100 mph relative to the reference frame of the shooter cancels out the 100mph velocity that the bullet has relative to the outside observer. Thus, to the observer, the bullet will drop straight to the ground. This was experimentally verified by Mythbusters. (The only thing the Mythbusters can not break are the laws of physics, thank Zeus.) 2. I doubt it. The police officer can be considered part of the shooters reference frame, since s/he is moving at the same velocity. Furthermore, it would have been your intention to hit the police officer with the bullet. That you exploited a certain aspect of the laws of physics for that is irrelevant.