depends on if you have kids (small kids) and you may need a back seat sometime.
personally, out of the two, I'd choose the DB9.
be ready to be fixing problems non-stop though.
I believe you'll still be in the $70-80k range, whereas you can get a 2012/2013 Maserati Granturismo Sport for $95-100k. the pre 2012 (or 2013? I forget when they did the refresh) GT's seating position wasn't great and they fixed that in the new one. (I was in an '07 I believe, as well as a 2013.. the 2013's was much better)
both very similar. vantage sounds a lil better.
the GT's exhaust is great as well, but a lil different from the Aston v8/v12.. personally, I like the Aston's sound, but the interior/dash just seems OLD... and that was in an '11 Aston DB9, I can't imagine the 08's dash/nav being any different.
you can always pick up an '06 Carrera 4S or an '01 911 Turbo for have of what you'd pay for the Aston, and spend 1/5 of what you would on maintenance over the next 5years.
whatever you get, make sure it's black..... with a red interior, or brown

and leave the big, ugly "DUBS" wheels for the Kanye-West fanboys,