...However my main concern of all is my ass. It will be Hot in sept, So yes I'm trying to decide to take the cage or take the plunge lol
Take the plunge. A year ago, I did a SS1000 ride from Seattle to Montana and back. A couple days later, I realized what was "missing". I didn't have a sore rear. The 400 felt like I was riding on a barcalounger.
If you're riding in hot weather, a BeadRider will be a good investment. I have no idea why hard wooden beads are so comfortable, but they are. In addition, in hot weather, you'll have a cool breeze under you all the time. It's wonderful.
In addition to planning out where you'll spend the night, you should probably plan out where you'll fill up with gas. Putting a sleeping bag on the pillion seat will make a great back rest, and if you get caught out having to sleep outside, that and a "tube tent" will take care of your basic needs.