My first classic Mopar was a 1968 Imperial sedan in 1988. I wanted to get into classic cars and was looking mainly at 340 A-bodies and early 70's Chargers and Road Runners. These were all starting to take off in price, and I felt they were generally too expensive.
At the time, I was taking evening classes at the Penn State campus in New Kensington, PA. One of the guys in my electrical engineering class saw me looking at the classic edition of the Autotrader. He asked if I would be interested in his dad's 68 New Yorker with about 20,000 miles on it. I said "sure!".
He came back the next class and said that it was an Imperial, not a New Yorker with 23,000 original miles in nice original condition. I figured if I couldn't find a performance car in my budget, why not a luxury car? So, I bought the Imperial and kept it for 21 years. I only sold it because I had accumulated too many cars.
All through the 70s and 80s, I had my eye on a 1969 Chrysler 300 convertible, owned by the owner of the local Chrysler/Plymouth dealership. He also went to my church. He had sold it when new and taken it in trade three years later. He saved it for his retirement car. Once he retired, he decided he really didn't want to mess with old cars that much and decided to sell. Since I had expressed interest several times over the years, he called me first. It was original and had about 40,000 miles on it. I still have it today, though it need some brake work and a gas tank right now.
My 8 year old son is bugging me to fix it up so we can cruise in it. So, we're planning to work on it together next summer.