1981 Mercury Capri -> 1984 Mercury Capri -> 1986 Mercury Capri 5.0 -> 1999 Ford Mustang Cobra -> 1995 Jeep Wrangler S -> 1981 DeLorean -> 1997 Cadillac Seville STS -> 2008 Jeep Wrangler X -> 2011 Ford Mustang GT 5.0 -> 2012 Chevrolet Volt -> 2014 Tesla Model S P85 -> 2020 Tesla Model 3 P (Base/19s)
Worst Car: 1984 Mercury Capri (the 3.8L V6 with auto trans was an absolutely horrible engine and transmission combination)
Best Car: 2020 Tesla Model 3
Notables:
Back in the 1980's, the Capri was Mercury's version of the Mustang. As a poor kid with a love for Mustangs, the Capri was often cheaper and easier to get. I didn't have a specific preference for the Capri other than it being easier to obtain for a good price.
The 1999 Mustang Cobra was notable for being the first Mustang to come with an independent rear suspension. Purchased new, it also came with a book and a leather jacket.
The 1981 DeLorean is notable for being a DeLorean. If you are interested in a unique project car, this can be a good choice. You can get them for reasonable prices if not already restored, and if not restored, it's probably going to need a lot of stuff fixed. I haven't checked lately, but at the time I had it, there was a sufficient community of enthusiasts and parts suppliers to make a project car person happy.
The 2011 Ford Mustang GT was the first year of the new Coyote DOHC V8 5.0 rated at over 400 HP. It might be the only year of this engine that came with oil squirters under the pistons. It was possible to buy custom door sills for these Mustangs where you could choose the wording and font on the sill (the wording was backlit and looked pretty cool). I removed my custom door sills before selling and still have them in storage.
Out of all these cars, I still have the Teslas, but none of the others. The cars I miss most are the DeLorean and the 2011 Mustang GT. I also miss the winch on the 95 Jeep Wrangler, but the Jeep itself was base model and not particularly notable.