I like the late 00s/10s because it represents a particular level of refinement and balance of functionality in contrast to earlier eras. As much as I enjoyed the web of the 90s and early 00s, it was still quite nascent and in some ways a bit too basic for my taste.
90s web was fun in a wild west kind of way. Sites were small, but the net in general was slow.
00-10 had a lot of forums in which I remember being very fun. At the same time it brought in the age of popups and ads everywhere.
10+ brought in the age of large social media and the feeling everything was trying to scam you. A lot of the forums that felt special and interesting started disappearing for multiple reasons, but mostly their userbase had moved to FB or something else huge. Then those large sites started moderating anything interesting away.