It just depends on your situation.
You can not purchase insurance for or with someone unless you have an insurable interest in that which is being insured.
For example, If someone is driving your vehicle or you are driving each others vehicles then you each have an insurable interest because the law requires you both be insured to drive the vehicle on public roads. Also your auto insurance contract requires that you disclose all drivers that have access to your vehicle. Failure to disclose a driver is a well known form of insurance fraud and can result in no coverage at all for an accident.
If you each have your own vehicle and do not have access to each others vehicle then you would have no insurable interest in the other person or in their vehicle and can not insure with them.
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