I beg to differ with some of these opinions.
I owned a '99 and an '01S. Loved them. But when I look at a 987 I see a list of improvements that matter. Are they compelling to you? I can't say, only you can. For me the 987 was more comfortable and, as my Porsches were daily drivers, that would have mattered.
Find a review online that compares the 986 and 987. See what they thought of the changes.
I never experienced a situation where the S model was so much more powerful than the base that it mattered even if the difference was about 25%. In fact I enjoyed the fact that I could keep my right foot down longer on the smaller engine. Maybe that was just me. I had owned two Alfa roadsters (1.3L and 1.6) and a 1.6L 914 which I drove far harder than either of my Boxsters. I was young and foolish and always on the verge of loosing my license.
Go drive some samples. Don't be in a hurry to buy until one speaks to you. Buy the best you can afford always keeping enough money in reserve for potential repairs (none of these cars are new, after all) and for having fun. Save for the future.
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