Old faithful finally developed it's first "seep." Slight bit of oil coming from left side of forward cylinder where it mates to the crankcase. Headgasket I'm assuming. No complaint whatsoever but is that the culprit? If I bust it apart finally to replace head gaskets I'm just going to build a knarly engine for it.

 

More likely the base or drain back orings. Head gasket will leak between the head and cylinder!

 

Gotcha. I've never opened up a v-twin so it'll be a new experience for me when I do. Looking forward to it though. Probably the base then.