So Kijikun, who commissioned the above "Gabriel Teasing Castiel" picture in order to have it signed by Richard did get to show it to Richard (and Misha too, which is cool... and I think Jared). She said it was a big hit and that Richard thought it was fantastic and commented that Castiel would do that, adne ven requested if there was a way he could get a print! Misha supposedly really liked it too but was disappointed that I'd erased Castiel's comment which was "hey that's mine" (you can't see it in the scan, but if you have the original, you can see where I erased that line. It was just a comment to remind me of the attitude that had been requested).
And on the second one it also got a laugh though I was told that Jared said that Sam should have a stake in that picture =P
Anyway, I know sometimes there can still be this whole "omg showing actors you work," but I think I'm getting more ok with actors seeing the harmless fluff and such. I'm old school though, so it's a slow adjustment.
In the end, I'm jsut happy both picture were a big hit.