Well personally i love ollie's PB, so if you need icons for him i have a few over at this journal that you can use. But if you're just not feeling him I guess I wouldn't mind talking about some crossovers. =]
It's funny you mention Sam and Dean cause recently I've been thinking of picking up Supernatural for my next series to watch on netflix, but I'm currently working on Veronica Mars at the moment, lol. I love watching old series without the pain of having to wait each week for it to come on.
So anyway, the point of this little ramble is that i HAVE actually been wanting to do a Dean/Chloe or Sam/Chloe line, but have been holding off since I no nothing (other then their brothers) about them. =/