Mercedes SLK or Porsche Boster

[ISF]

I just decided to take a hedge fund job that will require me to commute out of manhattan to Summit, NJ so have decided to blow my excess poker bankroll on a present to make this commute less painfull instead of investing it like I probably should. Which would you go with and why. As well I am being offered quite a bit less for an 05 boxter then an 06 boxter and am wondering what % difference this is worth as obviously in a few years the 06 would resale for more. What % makes this worthwhile assuming it is exactly the same car.