Yes I had the original AE years ago (I even put a review up back in like 2008 - it was promptly flamed to RIBBONS; at the time I had the K701 and ESP/10 as primary cans to comapre with - I found the AE1 just as good for gaming, more comfortable, and up to the task with a lot of music, but the K701 and ESP/10 (ESPecially (har har!) more accurate/detailed).
I've actually tried both versions of the AE2, the original silver/black, and the new white one (I currently have the white one) - I didn't love the original, it was very microphonic. The white one fixed that - took me a week to figure out why: gloss paint. It makes the enclosure smoother and when you touch it/bump it it doesn't go "THUD." I doubt they even knew they'd fixed a problem.
Sound-wise it's tough for me to compare them - I haven't heard an original TriPort in YEARS, while I have AE2 sitting on my desk right now. I like'em, especially for gaming. Regarding the pricing - tough to say, of all of the $0-$200 headphones I've tried in the last year or so, they're one of the only ones I've kept and really liked (TBSE being another), so on one hand I think "yes it's fair" but I'm also reminded of the day of the original TriPort - when an HD 580 was maybe $225-$250, and HD 600s were going for around $300. Or even today, with the $50 TBSE sitting next to them on the same shelf. And in that regard, sure, they're a bit rich. But they provide fantastic isolation and insane amounts of comfort relative to that (they're up there with the MDR-F1 for comfort, yet provide more isolation than the M50), so that's a neat trick at least. Compared to all of the modern "celebrifones" they're leagues ahead, both in comfort and in sound.
I will say, sound aside, the AE2 has a few upgrades over the AE that I like - like the removable cable, single-entry cable, and flat-folding cups. Shame the cable uses a 2.5mm TRS on the headphone side though - kinda kills options for third party stuff (like something shorter than what it comes with).