Motorweeks retro reviews are a lot of fun. Cars from the '80s seemed to be finding their stones again and you can tell car makers were having fun experimenting with new tech and design ideas. It's also interesting to see 1/4 mile, 0-60, 60-0, HP and MPG numbers compared to today It really makes you appreciate how far things have come.
For most people, I wouldn't recommend an FR-S as a daily unless you a) have a spouse who has a "normal" car for a backup and b) are really comfortable driving a car that really is min-maxed with a driving experience in mind. Seeing as how you still rock the Stealth though and like to talk cars, I think you know what you want. Five years from now? You might get a used one for a really decent price. Fit and finish might be a bit on the iffy side by then, especially if it's a DD. Seeing as how it's got a Subaru engine though, provided it's been well taken care of it'll probably have years of life left.
It's funny that you compare the driving experience of the Challenger/Charger to a truck. Earlier when you were talking about how boring most of today's cars are, I half though about saying "Have you looked into a Tacoma? If you're gonna have boring, you might as well have boring and useful." So . . . uh, have you thought about a Tacoma?