Test Drive Unlimited

The fastest way to do this is to race on the drag strip towards the far north-west point. Trace the cost along the north edge until you find the race. It is a total distance of 1 mile. Make sure you have a friend. After selecting the race go to create race, ranked match, and then press A as quickly as you can to get to the ready screen. have you friend join your match and then start the race. A race takes around 35 seconds in the slowest car in the game so you should be able to do it fairly quick. If someone else keeps joining, limit the race to 2 people when you are creating it. It takes about 15 minutes to get this achievement. 30 seconds to set up the race and another 30 to complete it.