Lets see, hard question to really answer, my first was a 426 Hemi Plymouth Satellite, thank god that gas was cheap back then, cause it could drink as much as you fed it.
My 66 Mustang with the HP 289 was fun and it was easy to work on and was fast, when I came back from duty in Hawaii, I picked up a 66 Ranchero that had a 429 in it, the HP to weight ratio on that thing made it a real scary car.
When I was stationed in Germany, I picked up a Ferrari 308, now that car was fun, especially beings I was in Germany and not far from the Autobahn, but it amazing I didn't kill myself in it.
Had a 64 Chrysler 300 that had a nice powerful motor that was fun to drive with the push button transmission and had lots of room for whatever you could think of. A 62 Dodge Dart that had a 426 Wedge in it, that was another car that had way to much horse power for the size of the car. My 68 Polaris was a nice cruiser, 440 4 barrel, nothing like hearing the throats open up on the old rochester carb.
My Rx7 was fun, bought that from my friend who was a drag racer and won over 200 NHRA events in his drag car the Samurai Warrior, the motor in the RX 7 was stout for a rotor engine, but had to rebuild that thing ever three months, the apex seals did not work out great.
I have had a lot of fun cars over the years, and because of many of them, I am lucky to still be alive, some were scary and some were comfortable, but they all have a place in my past.