I just read your thread.
I would go with gen 1 in your case. Of course I am biased though, but so is everyone. Even people who own both, are emotionally neutral towards electronics and whatever, I'm happy with the first and not really wondering what I'm missing out with the 2nd. I like the raised edges of the first on the side, makes it easier to grip. And as some have pointed out, and been flamed for, I don't like the feel of gen 2 as much (despite being thinner and lighter).
Plus, i have an i4 and rarely use FaceTime as it is. the 5MP/HD cam combo is good, but if iPad 2 takes iPod touch quality photos (NOT quality), i'd rather have no cams. And that new speaker look, ew.
If anything, the 3rd (if its light years above the 2nd and more specifically the first one, the one I own) will be a MAJOR upgrade from what I'm currently using.
I also have been a long time mac user and I feel like whenever Apple capitalizes on praise (gen 1 is built so solidly), they sometimes do a follow up refresh that's lackluster in quality control or even the same generation but crappier quality as production goes along and economies of scale kicks in.
Don't believe me? iPhone gen 1.
All the launch displays were fine (excluding dead pixels, etc on a few of a bad batch). Then they came up with multiple LCD suppliers and having a phone with 'negative black' (crushed blacks, x-ray appearance) was more common than one WITHOUT problems. I've been through multiple iPhone 4's now because of manufacturing defects: home button stopped working, one was DOA, one was unstable (without JB for native apps -- faulty memory), one had horizontal interlaced lines, this one seems fine (and I'm not looking at it with a magnifying glass because I'm sure i'll find an issue, but geez get it together)
Since iPad 2 is becoming more streamlined with the average Joe's wants, the quality is being streamlined too (interpret it as you will, YMMV).
And iPhone 3G/3GS, horrible build quality. They rode on their reputation from the first gen (and launch phones when the reviews poured out). After that's over, they could care less whether you are annoyed with backlight bleed or not.
And why should they? These things are still flying off the shelves, despite what issue you may or may not take with backlight bleed/battery/design differences/etc.
Plus think about it. Takes 1 second longer to render a safari page than gen 2... with two processors and double the ram. You'd think it'd be more impressive than that. For games, sure. But I won't be playing many games (and particularly none that aren't Angry Birds simplistic). Yet you wait in line for 6+ hours (or days of calling stores and 'expending' your time). That's 21,600 seconds+ that you've spent. By the time I've waited 21,600 additional seconds for my ipad 1 to render pages on safari, I should be onto iPad 6 with optional surgical integration into my body at least at the rate they're going.
Kind of like the i5/i7 roll out from intel. the latest and greatest is the best but I sold my 15" C2D to get an i7 and for what little encoding I do (and no gaming), in real world differences it didn't matter. So I sold it and went back to a 13"... Still happy with my 13" MBP that has 320M Nvidia graphics card and not that Intel graphics card (might have improved from previous gen HD integrated, but that was A HORRIBLE card and on-the-fly switching was not as cool as it sounded on paper let me tell you).