We have an 05 Boxster (just a gay 2.7) and it is awesome.
IMO a gay hairdresser cars has the looks, but no dynamic abaility - a la Audi TTÂÂÂ

But under no circumstances should 2 men be seen in a Boxster - or any convertible for that matter. Especially with the hood down!!
ps Matt,
If you love driving A roads for the hell of it and have little need for the room, I'm sure you will soon hate a 4*4 truck. Then again, on the plus side, it will make the GTI seem totally awesome!
There is a lot to be said for driving tanks around to re-adjust your perceptions. Until recently, we made do with an A4 TDI and a Mk4 golf turbo - I'd forgotten what it was to enjoy driving