1. WIFI: I could use this phone to go to my favorite websites while sitting at Starbucks. I would not need to download anything before my first surf because the phone's operating system has a browser built in. I COULD SURF EVEN IF I DID NOT PUT MY T-MOBILE PRE-PAID SIM CARD IN THE PHONE. If I did put the sim card in the phone, I could make voice calls.
You are correct. It depends on the phone whether or not it can be used without a sim card. Even if the sim isn't activated, some phones (HTC 8125 for example) only operate in emergency mode without a sim.
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2. NON-WIFI: My question did not concern using the phone as a modem connected to a laptop, but rather browsing using the screen and keyboard of the phone itself. Can this be accomplished without purchasing a long-term contract from a cellular service like T-mobile?
As far as I am aware, the sidekick data plan is the only available data plan with T-Mobile prepaid service. I did see, however, a forum post on T-Mobile's website which says with a little tweaking, you can get T-Mobile SideKick data to work on any phone:
http://forums.t-mobile.com/tmbl/board/message?board.id=Prepaid&thread.id=322With AT&T you can add a prepaid unlimited data for about $20/month extra, It might do you well to consider switching. I am sure if you talked to AT&T they would give you input on how to keep your existing phone number(s).