PCV vapors cool and condense
Everything that follows is IMO.
The oil in PCV blow-by is mostly a gas. As it cools, the oil will condense. So it makes sense the further the vapors have to go, the greater the chance of condensation. Once the oil condenses, the migration is naturally slower.
So in a car without an oil separator, the oil should remain as a vapor as long as possible to facilitate its return for burning.
If using an oil separator, the idea is to provide a spot for the vapors to expand and cool thus allowing the oil to condense in a more suitable location. A real race oil separator is physically large and has internal baffles to force the vapors to cool. It also has facilities to drain the captured oil. That is why they are so big.
This is where I think most people miss the mark. It is not possible for a small in line air filter to offer enough surface area to remove all of the oil under all conditions. Does it help? That depends. Every drop captured is a drop not in the intake.
So in answer to why there is no oil in the PCV line. IMO, it is because it is still in hot gaseous form having just come out of the engine. As it moves through the air system, it cools (and your air system is much longer than the typical air intake path). At some point it cools enough to condense back into oil.
I am somewhat confused as to why the by-pass line draws so close to the super charger. I would have thought it should be closer to the TB butterfly. Is it possible that there is pressure differential between to two points? If so, the oil could be coming backwards out of the IAC when the throttle is closed (a theory).
Anyway, I have zero experience running/tuning/modifying supercharged cars. So I really can not help much beyond a basic understanding of how motors work.