[masraum]

Hmm, yeah, that's tough. I suppose it would depend upon how the discussions went, if there was a handshake or understood agreement, or just casual conversation.

Based on the info in your post, it sounds like there was an agreement including price and some assumptions made, I kind of feel like you probably just need to eat it and move on.

It sounds like you agreed to sell him the car for a particular price, and I'm assuming details about who would drive it and why were not made.

Did he misrepresent things or did the discussion/agreement include some detail about how/who/why? Or did you just make assumptions? If things were misrepresented or discussed that are now turning out to not be true, then to me the side doing the misrepresenting has already broken the agreement. If you made assumptions that are now turning out to be incorrect, that's kind of on you.

It sucks, but I'd look at it as banking some karma. Making a guy in that kind of shape happy, and following through on something that you agreed to despite it not really being what you want to do, is a good thing to do and also the right thing to do. So while it will sting, you can feel good about doing the right thing and making the guy happy.