If cars had been invented in Dante's time, I'm quite certain he would included Urban Parking as a punishment in one (or all) of his circles of Hell. And he would have populated it with those folks who someone manage to take up more than one space with their minis.
However, for the parking pious among you, perhaps redemption can be found with the Tango; a build-it-yourself car that "fits anywhere a motorcycle fits." Granted, it's not as sexy as an Alfa Romero Spider with its top down; but there's a lot to be said for a car with proportions so small (8'5" long and 39" wide) that it does away with the hassle of parallel parking, which makes it Paradise in my book.
On the downside, it's only a two-seater, which means come drive time you'll have to choose between your best mate and your date (if it helps any - I'm fairly sure Dante would have given Beatrice a lift, and let Virgil hoof it).