Well, I've spent a bunch of time cleaning up the areas I needed to to get a good look at things like grade. Turns out, it seems no matter how I do it it is just to steep to get in from the alley.
This is what I'm dealing with for the alley entry. I tried driving up it, and its silly steep. So I've gone to plan, uhm, C? Lets call it C. 21'x34'.
I took out the fence and put both vehicles back there last night. The angle past the house isn't to bad, especially when backing in, which is what I would do. I just don't want to build something that others would not like in the future.
So I'm wondering if anyone has a full size truck and car parked in a 20 foot wide (interior) garage. Is that enough width? Keep in mind I won't be storing stuff on the walls where the vehicles are. Lots of room in front for that.
The benefit of this plan is a lot less excavating, but I lose the cool drive through option. I also end up with a lot of driveway to shovel!