Somewhere in here you asked if you should buy at the Apple Store, or order it online.
I would recommend ordering by phone. I ordered my MBP this week and found myself with Apple Care and a Brenthaven Fusion MB III Messenger bag being included in my order, and the total price was less than I was quoted via the online store without Apple Care or the bag (I didn't ask for that specific bag, the guy just said he'd give me one, and that's what I ended up with, it's a fairly decent looking thing though).
It's the first time I've ordered by phone, so I don't know if they give "free" stuff and better prices all the time, but it's probably worth a try.
I went with a 2.6GHz, 200GB 7200rpm HDD (I barley use 50GB of the HDD in my current Mac), 15" glossy display and 23" ACD. I occasionally present "stuff" too, so ordered the remote. Then Apple Care and the bag. I ordered 4GB RAM elsewhere.
Web development is my thing, so it's probably overkill, but I don't care.
.mac for updating your website, I wouldn't really recommend. As nice as iWeb is (I'm guessing it is your intention to use iWeb with .mac), it isn't too professional looking, and you won't be able to update things from other computers if you're away from your MBP. Having a bespoke CMS developed might be a better option, allowing you to update the site via your browser from any location.
I would agree with using iWork 08 over MS Office unless you
need to use Office, just for the awesomeness of Keynote.
I agree with you about the waiting - very annoying.
Oh yeah, a girl. Cool.
