Speaking of which, I was just one John Hancock away from trading my Jeep in for one (a 96 RT/10 black w/ white stripes and 2000 rims). That was last December. There are times I wish I wouldve gotten it. There are many other times Im glad that I kept my Jeep.
Dodge Powerwagon (the originals)
Dodge Challenger (1970-74)
Bentley Continental GT (Plush and ridiculously powerful)
Ferrari 512 BB
Mercedes 300 SL "Gullwing"
Unimog (Any model)
My most memorable car was a 1971 Triumph TR-6. I bought it used but it was in pristine condition. What a kick-*** fun car, especially on warm sunny days when I folded the top down. It had a 2-speed rear end too which kind of operated like an overdrive. Doing sports car rallys around California was a blast. I sold it to a kid I knew who totalled it within a few months.
It looked kind of like this but mine was maroon colored with Goodyear Redline Special tires. Wow would I like to have another just like it. Surprisingly, it was totally reliable with never a single problem not even from its Lucas (aka the Prince of Darkness ) electrical system.
I had a 1995 Saab 9000... The thing was a money pit, a big one. But it grew on whoever drove it. I've heard this from other people, but there is just something about a European sports sedan that can't be recreated in any other car. I learned to drive in it and also learned a lot about working on cars from it. By the end, I had put a boost controller in it and was running 18 pounds of boost out of it... that may have been why I loved it so much
Only cars I have ever really liked were the 68-70 Dodge Chargers. I bought a 70 about 6 years ago. Ended up making a street/strip car out of it. 440 bored to 452 and lots of money. Ran the 1/4 in 12.42@119mph.
Sold it two years ago when a guy offered me twice what I paid for it. Kinda wish I had kept it but then I wouldn't have my Jeep.
2013 Commando Sport. Rock Krawler 2.5" X-Factor lift. 35" MT/R's, 17x9 Pacer black wheels. ProRock 44 front axle. RCV shafts, ARB front and rear lockers. 4.56 gears. Coast 1310 drive shafts. TeraFlex adjustable tire carrier. AEV front bumper. Warn 9.5 CTI winch. TrekArmor seat covers, Spiderweb shade