Honest answer is that you have two really horseschit first date cars, albeit for different reasons. Head down to Enterprise and rent a new car for the night. Almost anything will do, as long as it's nice/new and non-descript. You don't want your car to make any impression one way or the other, women judge us by a lot of strange criteria that makes no sense to men.
Believe it or not, if you had a date with some "10" of any age in L.A., a new Prius is what you'd want. It's the best-selling vehicle in CA., (I schit you not), and it says all the right things. I.E., "I care about the environment/I can afford a new car/I'm not some creep driving a weird car to front something..."
Otherwise drive the Rodeo for sure. I can't imagine a worse car for a first impression than some 1980s status symbol with huge flairs and wings, etc.. Even a new 991 would not be a great car for this purpose. It says that you have a little $$ or credit but also says insecure or a wannabe playboy. It sucks but I've found out through direct recon that a Porsche is a big turn-off for most women.
