I'm thoroughly impressed with my 1999 Pontiac Grand Am SE. It's a red 2 door, and I only pay about $120 a month for insurance. I got my car for $400, but I've only had one problem with it. I had the water pump go out. No damage to any of the engine or drivetrain, but it was a $600 repair, so I'd suggest having a good cushion for any car you buy.
From teen(I'm 17, 18 in July) to teen, you really do want a front wheel drive or a four wheel drive. I've driven in some pretty nasty stuff, if I do say so myself. We had 14" of snow on our major highway, and I had to drive a mile or so in 2-3" with 10" snow drift
on the highway. And torrential rainfall isn't good either. It definitely wouldn't be fun driving a rear wheel drive car on those conditions.
Also, all cars will have some problem with it. It's just a matter of time when the part breaks, and it'll most likely break when you're hard-strapped for cash, like I was.
But, driving is more than a privilege, it's a passage to manhood. When you get your first car, just rev the engine. The feeling pumps through your veins like adrenaline, and when you get on the highway, going 60-80 mph, you'll feel great. It's like driving a Miata/Civic/240 SX around High Speed Ring on that long straightaway. It liberates you.
Anyways, here's my car in summer. I've replaced both mirrors since, and I'm going to fix it up some more this year.
2.4 L 4 banger, not a tuner by any means. But it's a great first car.
Good luck on finding your first car,
Alex (scooter1265)