"I wonder if it would be possible in a H2H map? It would be nice for Squad Pictures and crap like that."
Warszawa Yak9s?
"There’s only 15 skins per plane, I don’t think it would be "right" for more then 1 guy to turn in more then 2 per type so others have an opportunity to get there work in."
Good point. But I would think that some of the less popular (but fightable) types might be candidates for that sort of thing, like the C.205, P-40E, 109G2, P-51B, F4U birdcage, or Ki-61. Maybe even the F4F, too.