I have been driving and will (most likely) continue to drive until I DIE...Muscle Cars. These are your Dodge Chargers, Dodge Avengers (Avengers are out of market now though, last one was 2014), Dodge Challengers, Ford Mustangs, and Chevy Camaros.
I buy them one year used (so if I buy in 2015, it would be a 2014 model) using Auto Trader and the car must be SOLID with nothing wrong with the interior, exterior, internal components, and with under 30,000 miles with a SOLID Car Fax report. The units I buy were usually used as commercial rentals prior with only one owner. The prior year model and the current year model, usually look the exact same, so I never understand why people buy brand new and pay more.
Then you take them down to the Rim Shop and put on your 22 inch Chrome or other specialty rims/tires, put your other accessories on, etc.
You get a lot of attention driving down the street (which is the point of driving a newer car in the first place), you get a lot of compliments from people, and you look pretty damn cool ALL at a very good price of under $25,000 for the base unit and the accessories. You can usually keep the model for a good 6-8 years before the need to trade in for another newer version because when they make these models, usually the model looks the exact same for about 3-4 years in a row with only very minor adjustments.
As I mentioned, I shop using Auto Trader, so when I come into the dealership I already know what I want as well as I have already called that dealer to inquire about that unit. I also come with my CHECK in hand, ready to go, which usually allows me negotiating power to beat the price down some more.
I can post pics of my Dodge Charger SXT and Dodge Avenger SXT if anybody wants to see how I do it.