Be careful the car will hook you right in,,, so what. If you can afford it, want it, and can afford to keep it up, do what NIKE says, "Just Do It". I did. Always wanted a Porsche since I rented a 944 in 1983 for my honeymoon in Hawaii. Got the bug then and have had it ever since. Two kids in college. a mortgage on a new home, 2 other small car payments, and a appetite for speed that needed to be feed after 24 years. Went out bought a new 09 Boxster S, paid cash, got a killer deal, and thus far the car has been pretty sweet to me. A couple of oil changes, front marker lights were loose, tires need better balancing, some radio issues, but nothing major. Who needs a radio when you have the finely tuned exhaust of a Porsche singing in your ears. I'm a year into it now and have absolutely no regrets. If summer doesn't get here soon I'm moving to Florida just to drive.
By the way insurance was a minimal addition to the family plan. All that said it really is a luxury and should be treated as such. Don't be fooled, repairs will pop up and be relatively expensive compared to the average car. If you want it for winter driving you will need winter tires, (more money). winter conditions will also led to sooner repairs as well If you feel OK with all that then join the club. PCA does have some good listings on line for comparison if not purchase. I haven't regretted one second, when I'm not driving it I spend stupid amounts of time reading Porsche books and forums like this one. Then I go stand in my garage and stair at it for an hour or so. Yes I'm sick, but I'm happy. PS and so far my wife doesn't drive it :D