I have a wonderful provider that I can meet but she doesn't have an apartment and the hotels are not booking as of a few days ago. Any thoughts? Car date risky? Any spots that are good for car date?

Someone on the Erotic Highway board uses his RV for his sugar dating activities. (Search for = RV and author  = sweetman.) Quite a bit of it, too!  
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You are in or near Boston?  It's still a little chilly to go on a camping trip in an isolated area.  Rent a fishing boat?
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With schools closed down, there is probably a lot of privacy under the bleachers.

And you can bring your own food and prepare it there instead of going out to a restaurant also.

FWIW.. Be careful about those places.. I saw a girl in one. Entrance is small.. not much going on. We got  banging on the door by front desk clerk.. telling us to leave.. pretty scary.. just not much anonymity in those small lobbies...

In this case, I get the room, so it's not like I have different gals coming and going all day.

But officer, that weren't no escort, that was my wife.