I used to drive an M3, and currently drive an M5 as my daily driver. I just bought a Cayman S a couple of weeks ago, and it's my first Porsche. All I can say is, I absolutely love both my M5 and CS, and I love the differences I can feel driving the two of them. I think most of us wish the CS had more HP/torque, but it's a heck of a lot of fun, even stock, and I don't regret the purchase at all!

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Rex
Cayman S 2006 - Slate Grey, Sand Beige full-leather interior, manual, Preferred Package, Bi-Xenons, Adaptive Sports Seats, PCM2.1, 19" Sport Design with Pilot Sports, PASM, Sport Chrono, Stainless Steel Tailpipes, Short Shifter, 3-Spoke Multifunction Steering Wheel, Colored Seat Backs, Black Floor Mats, 3M clear bra, de-badged, clear sidemarkers, K40 Calibre, de-snorked, mesh grills all around, WeatherTech floor mats.
///M5 E39 2000 - daily driver