I'd personally get him something big and safe like a full size pickup or SUV. I also wouldn't spend anywhere near $40k on a first car just because its bound to get damaged etc and there just is no need.
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2013 Lexus GS 350 F-Sport Starfire Pearl/Flaxen w/nav
2009 Hyundai Genesis 3.8 sedan Sapphire/Tan w/nav
1997 Ford Expedition Eddie Bauer
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