I think yiou need to make sure yoiu have a nice driving jacket, or at least cool shades. The amount of looks you'll attract really warrant the expense.
At least practice your entry and exit from the car so that you look at least as good as the car does, you don't want to embarass Alfa by spending 10 seconds fumbling for your keys.
practice, practice, practice.
Seriusly though, if you have a shell suit, burn it
As for the car, well, a full service history, high mileage, young age car which has got firm suspension will be a good start if you're on a budget.
I opted out of the company car scheme. In 18 months I had had Audi's (A4 and A8) and BMW 1-series with M-sport pack, a latest model VW Passat and some funky Renault thing and I love driving, so while I conced that the later BMW and Audi are good, they're very good in fact, i forego any benefit for the pleasure of owning and running about in this 159
The best description I ever heard of the 159 was in an eBay advert which started with
"I am selling this piece of automotive porn because....."
Running costs don't hurt me because I do it all myself, and I have to say, it isn't a difficult car to work on given the amount of emmissions control and electro gizmos on comparable cars these days.