2006 Porsche Cayman S
Stuck between the semi-girly boxer and the über-expensive 911, the 2006 Porsche Cayman S (starting at $59000) is in a market position other sports cars only dream of. The car’s mid-engine 3.4L six-cylinder powerplant produces 296 hp, enough ponies to propel the car from 0-60 in only 5.1 seconds with a top speed of 171 mph. The perfect Porsche for the young, affluent — but not yet rolling in cash — executive.