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chrisbmx116-
Oh such a laugh,
you've only just done that :) -
[technically painting sand stone was never a thing (and it's not suggested, think cathedrals) but once one neighbour has done it the whole street takes part] ,, once the filler has been rubbed down, hoover off, go over with dusting brush , and potentially a megga wipe - no dust = paint = paint sticks
bluehuw
I wish there was a nice little one sentence succinct answer. From the image where you've gone back to the wood it's grayed (weathered from tiny cracks) one tiny crack can cause quite a lot of that and really you want to be working on the fresh timber cells underneath that. Air gaps do occur often in moulding and internal corners - also on that weathering wood shrinking. Bullseye (I'm assuming) effecting the oil paint it's going on, hmmm, potentially something else going on there. The working temperature isn't great at the moment