Despite all of your past that hopefully is in the past, you are an adorable and sexy gal. I can see where some guy with the means would make you this offer.
BUT, contingency must be in place in case things go south--as much for your protection as his. Just doing the logical math, assuming he is not going all out on a $50K SRT model, a nicely decked out version can be had for $30-35K. Using the $30K number divided by 8 months is $3750 a month. At $250 an hour (your posted rate), he should be expecting 15 hours of play each month to break even. If he is a savvy businessman, he should be expecting 30-40 hours of play--discount for buying in bulk, right?
With all that you have on your schedule, does that seem doable? If so, hell fucking yes you should go for it--especially if he is someone you enjoy spending time with, car or no car. But the title of the car is the big concern. That will have to be structured so that neither of you get screwed. Not my area of expertise but I do not think the DMV has a title category "in his name until she fucks me for eight months and then it is in her name!' LOL That and insurance will be the key things to negotiate.
Oh and drill dates I get but female issues? Never known that stopping a horny guy from wanting a piece of that ass--unless it is the wife and especially if it is pre-paid!!!
Furthermore, I have many suggestions for the personalized plates on this vehicle: HUMPED 4, PAY 4 LAY, DRIVEN, 8 MO TANG are just a few!
Good luck...hope it works out!