I have been to many centers, and worked at two different ones.  For the LOA's I've read, and worked, there is usually a statement like; You may clear an aircraft to the first fix on the flightplan that is outside your Center. This would mean that when you enter the next center's airspace, you are still going over that first fix in their airspace.

I occasionally get the request from say, ZNY to Clear an Aircraft direct say, SFO...They know better, because the answer is always no, because at the destination Center, you want arrivals to be lined up on a particular arrival and or the proper "gate" for sequencing.

At best you might get direct a fix that is about 200 miles from your arrival airport. That would be best case scenario.

Thank you all for your help! 

Another question:  My brother was curious if he could join as well, but he would play on my system; Should he make a brand new separate account?