Quote Quoting Crext
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Is there anything I could do to to prevent something like this happening?
Don't let anyone else drive your car.

Quote Quoting Crext
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Maybe have some sort of writing that states hes borrowing my vehicle?

My phone actually has voice recording of all my phone calls (including ones with him). Are these things I can use in the event something happened?
Memorializing that your agreement to let him use your car is nothing more than you doing him a favor may come in handy at some point.