So whats important to you? the friendship or the car?
once you have that decision down, do you need a bit of help with insurance or repair, or gas? If so ask for it.
Do you just want to avoid the frustration of getting in your car to find it empty of gas/ if so say something.
But don't feel you have to charge folk just cause a 'real rental' would or because folk on line thing you should. If is your car to do with as you see fit.
Are you able to cover the loss should something happen?
Cause if so, and if you aren't likely to go into a depressive rant after, why not trust him? You either do or you treat him like you don't, or you don't let him drive.
Of the three I would rather trust and pray.
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