My car is currently a very old, very ugly VW cabriolet (convertable!). I call it the duck. I love it. It was fished out of a lake and ended up in our drive way. Go figure. It burns oil as fast as gas and doesn't like reverse. But its mine, all mine!
But, when I need something with a bit more pick up, I turn to the '91 convertable Miata. It has the power to weight ratio of the space shuttle and corners like a cat. Lots of fun on back roads, I highly suggest you drive one if at all possible.
When I need even more power, or to pick up a date, I beg and plead for the keys to the '01 Audi TT. No, it doesn't happen often, but it's more then worth the loss of dignity. 220 HP, convertable, 6 speed tranny and steady as a rock. Not to mention being one of the sexiest looking cars money can buy.
In case you couldn't tell, my family has a thing for fast convertables.
-Andy A.