I have the 2 o-rings to go with the SC gasket. Does this mean that I will have to drain the coolant from the car before removing the SC?

yes, drain out a little, otherwise you make a little mess

Done, should there be oil in my LIM and a bit on the base of my SC?

no, unless you have supercharger oil leaking

PCV maybe?

Did the PCV already although it was about a year ago. I just took the SC oil out and it was rather dark. Im about to take the snout off so i'll see whats in there. I recently changed my oil and the oil on the base of the SC looks rather new. How could oil get in there?

what are the conditions of your valve cover gaskets

I did the LIM gaskets but did nothing to the valve cover gaskets. I'm not very well educated with how our breather system works. What would the valve cover gaskets have to do with it?

Not what I wanted to run it to, just doing the coupler ><

I suspect that the question about the valve cover gaskets was meant to help determine if the oil on the base of the supercharger could be from a leaking valve cover gasket, but it could also be due to a leaking LIM gasket.

Where exactly is the oil on the supercharger? If the supercharger'* nose seal leaks oil, it'll run down the underside of the nose down to the base of the supercharger, and that doesn't sound like what you've described..but the Teflon supercharger oil seals do tend to leak a little.

This is just my opinion, but if your supercharger has 128,000 miles on it, I'd recommend replacing not only the coupler, but also the oil seal and the nose bearings while you have it apart.

Oil in the LIM and on the UNDERSIDE of the supercharger is normal.