Shadow depends on the bullet, not so on the wave
To me it seems that mainly the position of your bullet determines the shadow, as the angle shifts when your bullet moves. If the enemywave moves, the angle does not shift.
Given the randomness of movement order, there are 4 possible collision scenario's:
wave_t+1 with bullet_t wave_t with bullet_t+1 wave+t+1 with bullet_t+1 (2 scenarios as either one moves first, but collide only when the second one moves)
So strictly academic, there should be 1/3 or 1/4 shadow on bullet_t, and 2/3 or 3/4 shadow on bullet_t+1. How it will turn out in practice though . . .
I think the traditional shadow is 100%, the other shadows are 50%. And shadows cast from one bullet of yourself has no intersection, then the probability is independent, simplifying computation. And you don't need to actually cast the shadow when it happens, simply add the shadow when either one appears, and remove when bullet is destroyed. Further simplifies computation.