If you were to buy a sports car

I'll throw this out there because it matches your specs:
v8 front engine rwd classic

Porsche-928-GTS-1994-05JBM031030872D.jpeg
 
Has your dad thought about getting a classic car? I say that because I feel you can get SO much more enjoyment for your money out of it (my opinion of course). It's such a great feeling to drive a car that was originally on the roads so long ago and many of them have so much more unique appeal and style to them. Plus, you can get them updated with most any of the modern creature comforts that you'd want.
 
I'll throw this out there because it matches your specs:
v8 front engine rwd classic

Porsche-928-GTS-1994-05JBM031030872D.jpeg

Epic freakin brilliance. Plus the cred from driving this around will be off the charts. Make sure you buy a manual... My favorite Porsche. My best friend just bought an '80 grey-market driver.
 
My number one rule for buying a car is to drive them all and buy what you like.

I've driven everything from the M3 to Ferrari F430 and McLaren 12C. My favorite car is still my Aston - it has personality and you can feel it. It isn't the fastest thing around, but I can keep up with F430s and it always tickles my unmentionables every single time I drive it. To contrast that, the McLaren is numb. It's obscenely fast and really cool, but once you get used to the sensation of speed, it gets boring (happens to GTR owners all the time, I've got several friends that have cycled through those). I had the same feeling toward the 997 - excellent car, but boring to drive at anything under 8/10ths.

The M3 is a great car, very well balanced. The Corvette is great but the interior sucks and they're a dime a dozen. The NSX is and always will be a classic. Well cared-for NSXs will be collectors cars and skyrocket in value down the road (it's already starting in some ways).
 
If I won millions in the lottery... I would do the following almost immediately.

Buy a 2014 Tacoma, 2014 4Runner, 2014 Acura TL, and maybe a 2014 Mustang V8 standard transmission...
 

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