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Well first of all if he's looking at a car that can go pretty fast he's not going to want the M6, as great as it looks it's little more than a status symbol and has the same engine as the M5, so he would want either a M3 or M5 if he wanted a BMW. I would personally go with a CTS-V or an M3, the Audis are great but I was raised BMW. You could also get him to look at the Porsche Panamera, they really aren't as ugly as they look in pictures IMO. Then of course there is the Mercedes AMGs which would cover either way he wanted to go, if he wanted a Mercedes. Maserati of course. The Ferrari 612 has a backseat, might not be much of one but it does have one.
I realize a good chunk of those are probably a bit on the pricey side compared to what he's coming from but for all I know they might not be.
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