I also had my eye on a 1987 944 (not S) before I got a 1987 325. Here's why.
My mother made frequent reference to the Porsche's less-than-BMW safety record, which I dismissed as just the fact that people are more likely to push a Porsche hard than a BMW, but still, they're apparently more dangerous. Both the 944 and 944S have 2.5L SOHC motors, the naturally-aspirated version of which puts out six fewer horses and two more pound-feet of torqe than a 325i's motor, which is the same size, but with two more cylinders. The car weighs about 150 pounds more (than a four-door 325). The 944S has well over 200 horsepower and close to 250lb-ft. coming out of there, but if this is your first car, I'd advise you against that
insurance nightmare. Turbos are pretty bad on gas, too (specifically when the engines they're mated to are also designed to run without them).
Everyone I talked to on the matter agreed that a Porsche will
break, and it will
be expensive as heck to fix. I've actually had that exact experience with my BMW, but it wasn't guaranteed
to break like the 944 was. I never did get the name of anyone who could work on a Porsche for me, so that's to be considered.
I would've been the first kid I've ever known to own a Porsche, and all my friends would have absolutely flipped out. It would have been pretty awesome, but my (four-door, economy, optionless) Bimmer got just that reaction, too. It's more reliable than that Porsche (which I later found out didn't even make it from the lot to a town 25 miles away), its interior (and, frankly, exterior) are way better-looking, it's a lot less noisy, it doesn't cost nearly as much to own in insurance, gasoline, or maintenance, and it's just much more practical for a high-school senior to own than a 944.
If you or your parents are ready to pay, the Porsche would probably make you look cooler. But that's about it. I mean, look at the numbers
And, for any questions on production or equipment - R3vLimited