Can you reproduce it? If it happens again try to write down the crash address (or make a screen of the window) and post it here. So Scawen can see if it's a bug in LFS and fix it.
You only have less grip when you touch the grass. LFS doesn't have anything like GTR's LiveTrack (more grip on the racing line) yet. So that list is allright. Very well done!
I've changed the release plans for the CD, because it will still be a long time until S2 Full is finished. The CD will be release after this patch, although S2 is still alpha.
A simple solution would be to place some cones there, so the hotlap would get invalid when you try to drive on the other track config. But that's up to Eric.
Just put a "Yes, I'm a girl and I don't want to date you." on your F-keys. Or better race on private servers in organized races or leagues so they won't ask you the same questions over and over again.
There is already a sticky in the main forum, but maybe someone can set the URL in the title? Mentioning the wiki on liveforspeed.net could help as well.