The Top 25 Cars For Your Midlife Crisis
Do you have a dream car? Maybe it’s a classic car, a beautiful roadster, or a muscle car. Sometimes you don’t even know you have a dream car until you drive out of a dealership in a convertible. When you buy a dream car you’re guaranteed to hear one thing: midlife crisis. But don't worry, studies have shown that only a small number of people experience a genuine crisis. So why the red convertible? When you hit your thirties and forties you have enough money to afford your dream carn and finally let loose. So have fun and buy an expensive car that will tell everyone you’ve entered your "midlife crisis." We’ve found twenty-five cars that will get your empty heart beating again.
The original pony car remains an iconic investment for any collector, young or old. The Mustang introduced the “pony car” in 1964, an affordable performance coupe with a long hood and a short deck. The muscular style has been imitated but never surpassed over the intervening decades, an uninterrupted legacy of six generations. Nothing can beat an original 1965 hardtop, but there has been a range of powerful and stylish options over the years that can attract any new owner. While there have been a few periods despised by true enthusiasts (especially the overladen hardtops from 1971-1973 or the underperforming econoboxes from 1974-1978, with some exceptions), there’s a dedicated community of collectors that have maintained almost every example of vintage models. Joining their ranks is an indisputable sign that you’re “midlife crisis” has kicked into high gear. True to their heritage, Mustangs aren’t as expensive or exclusive as a sports car or roadster, so you’ll see more of them on the road. But a classic model from the first generation or a premium trim, including the Shelby GT350 and GT350R, tips the scales from horsepower-hungry hooligan to midlife enthusiast with an eye for an American beauty.
This is the sports coupe. The car that defined the Porsche and inspired generations of designers and competitors. First revealed in 1963, the Porsche 911 was a rear-engined sports car that could take the open road and tight turns with arrogant panache. The 911 was the first car to popularize the rear-engined performance coupe and is now one of the oldest nameplates still in production. Produced in the same style through the 1960s to the 1980s, drivers embraced the perky vintage cars and their charming mechanical—but Porsche struggled to continue making a car on an increasingly expensive and aging platform. After the successful introduction of the Boxster in 1996, Porsche finally pulled the plug and updated the 911 to the 996 platform in 1998. Desperate to cut costs, the 996 shared parts with the Boxster, added frameless doors, a barren interior, and a leaky water-cooled boxer engine. We have to admit that the 1990s model was larger and featured a more modern, smoother drive.
But the Porsche 911 lost some of the charm of an iconic look that appealed to hazy memories of the 1960s. In turn, Porsche replaced the 996 with the 991 in 2012, and the latest models are even smoother, with a polished appearance, drive, and interior. The luster of the Porsche 911 remains, maintained in part by the entry fee of approximately $100,000. On the other hand, purchasing a classic model from the 1960s and 1970s is an act of supreme automotive indulgence that practically defines a midlife transformation for a new owner. Climbing into the definitional sports coupe remains a unique, and perhaps unmatched, automotive experience.
1 of 15