Viper GMC,
Yes, if you drive the car aggressively, you will blow oil into the air box. This oil ends up in the supercharger and eventually blows out all over the place, probably through the blow off valve on the drivers side of the engine.
The easiest fix is to buy a small Moroso oil catch can (Summit Racing) and attach the hose from the valve cover (that now attaches to the air box) to the catch can. You can mount the catch can up front, drivers side below the upper radiator hose. You will need some fitting, so check with Summit. I ended up buying the fittings from an outfit called TRP in Anaheim, CA. If you need help, email me and I'll get you in touch with them.
This solved my problems, but it took some time and new spark plugs to get the car running right again. Don't forget to plug the hole in the air box.
I also would check your PCV valve and make sure it is right side up and working. I changed the small rubber hoses connecting the PCV valve to the intake manifold and enlarged the hose that goes from the left valve cover to the catch can. I also added real hose clamps to all of the hoses and went to a 2005 valve cover (Parts Rack) on the driver's side because the breather vent tube is located at the front (2004 is at the rear). Under hard acceleration, the oil was forced back to the rear of the valve cover and pushed out by the internal pressures created by the supercharger.
I too track and drag my car. I noticed this very early on but was surprised by it as well. It made quite a mess. I pulled my lower front cover (at the lower front fascia) and cleaned every thing up. It has also likely killed my converters.
Depending upon how hard you drive the car, you will likely need to empty the catch can about once every 6 months or so, though I do it probably every 1000 miles, so get one with a valve on the bottom.
Good luck,
Dan