Most fun to drive everyday was my old 91 Eagle Talon TSi AWD. It was a blast to drive and you really didn't have to worry much about rain or even snow. The car stuck to the road in any conditions. AWD is terrific.
Fastest and most fun on a nice day (T-Tops): My Z-28. My old 73 Mach 1 was pretty good too.
And the "not my normal kind of car, but I liked driving it" was my brother's wife's Honda Fit. The thing felt peppy and was fun to drive.