Mercedes E Class ($52,400 to $56,800)

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Mercedes E Class ($52,400 to $56,800)

Trade down: Volkswagen CC ($27,000 to $40,000) or
Cadillac CTS ($36,500 to $42,000)

Here is a case where you can save face by staying German. Volkswagen has been social climbing, with better styles and higher prices. The new CC is a seriously sweet ride with unique coupe-like sedan styling. Lots of interior comfort features and that taut German ride. You can tell the people at the club that you were drawn to the styling, and it might even be true. Or you can go for a Cadillac. The CTS is the best Caddy on the road and arguably one of the best midsize luxury cars out there. It's roomy, fast, and gorgeous inside. It also comes with all-wheel drive.