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I was stuck between getting a base or an S model for quite a while. I decided to go with the base because I got a good deal and it was the best condition Boxster I had seen while searching. While I could have spent double the money and had the S it is nice having all the extra money to put into maintenance since all used cars will need something. I'm considering a 996 3.4 swap in the far future which would put out more power than the S.
In the end driving both will give you your answer and if I was able to find an S for ~$2k more than I paid for my base, I would have bought it. Lastly what cars have you owned? If your coming from a corolla then a base might give you plenty of speed and excitement. Either way, I'm sure you'll be happy with whatever choice you make! Good luck with your search!
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