Just turned 24 a few days ago. I have an 05 STI that I purchased in July of this year. Before that I had a 02 WRX that I purchased in August of 2002. I also had a 2002 Outback sport for 10 months before that. Once I discovered the WRX I had to trade.
For the record, I purchased every one of these cars new with my own money without any help. To be fair, when I was 18 my grandparents gave me $6000 to buy a car. I purchased a 94 Accord which I traded in a year and a half later on the OBS.