As Huge says, you have to do it at some point in your life.
I can't offer advise on a 911, but I can certainly say that its definitely worth scratching the 'porsche itch'.
I jumped ship from a trad I bought from new, to a boxster, as I got fed up with the quality issues I had for 2 years. The dealer was great by the way.
Glad I did, as the box is a fantastic car, but I will only have it for a year or so as the depreciation hit will be big. Bought it from a main dealer as it came with a porsche warranty so it is less of a worry if theres a big bang. There are some good independants too I understand.
I hope to go back to the morgan fold after it, if I can gather enough confidence!