'87 Chevy S-10 Blazer hand-me-down from the family. A little whimpy V6 I drove in college that was nothing but reliable transportation. Only way it's going faster than 80 is with a tailwind. It was a 4x4 but the 4-wheel shifter was stuck in regular 2-wheel the day I got it. The backseat was tiny and had an annoying seat-belt mount sticking up right in the middle, what a mood-killer. Twice in my ownership of it the battery cables lost connection while I'm at speed, and for the life of me I would never remember to use the parking brake when the power brakes failed, so I'd always end up running a curb and eventually sticking my foot out to stop.
Starting on a vehicle like that and having friends with nothing but little sedans, I had very little interest in a sports car. My next vehicle was a '95 Silverado before I moved to California, and I still had no concept of driving something "fun". In fact I was happy in my little world where cars were only transportation and I could spend my time with more important things.. up until a few months ago when I rented a Z4 for a weekend...
Driving a fun car for the first time is almost like robbing a bank, it's the biggest mistake of your life, and every month making a car payment to that new-found interest (all my other vehicles were fully owned from the start), or heaven forbid living without a sports car if you can't afford it, is like a little jail sentence. But each time I get into the Boxster, I start to realize that maybe it's more like the post-robbery police chase. Sure there may be hell to pay at some point, but as long as I still have gas in the tank, I can just zip ever on, and enjoy the freedom while I have it