I decided I wanted a sports car in the mid 1960's when I was in high school, but could not afford one. In the late 1960's when I was in college, I got a Karman Ghia and that really got me lusting after a Porsche. Especially when I almost replaced the VW engine with a Porsche unit.
I have caught myself watching car shows and thinking about cars more and more for the last 10 years or so, definately mid-life crisis, returning to youthful desires sort of stuff. Then our teenage son helped my cause by totaled one of the two family cars, he was fine, car was dead. We were trying to make it on one car for the three of us, but it was not working out.
So we started looking into getting another car, and I saw my chance. My dear wife is definately not a car-person and she wanted a toyota of some sort. So my recommendation to get a Boxster, well, lets just say, it did not go over very well. She said if I wanted such a inpractical car, I would have to come up with the money outside the family budget. Which meant that I would have to pay for most of it by selling of many of my toys like audio gear, guns, some woodworking tools and such.
Eventually I was able to raise the 21K out the door I paid for my 2000 base Boxster in 2006. This has been a very interesting and enjoyable experience. I have had great fun learning about and modding the car.
Best advice is what most folks say on the forum, have more money than you think you will need available to maintain them, as they can be pricey.
Ed