One thing that bothers me about the seasons from 2000 onward isn't just the worse writing, its that its just WRONG to see them using 2000 era technology and referencing celebrities and pop culture from the 21st century.
I always saw Simpsons as a late 80's or early 90's family at the most. This is why they had that old beat-up 80's TV, they didn't even have a computer in the older seasons, there were no cell phones....Bart seemed to play on what resembled a Super Nintendo or Sega Genesis, etc.
It also makes sense, because Homer and Marge grew up in the 70's and had Bart in the 80's. Since they always reference their 60's and 70's roots, it only fits.
I see what you're saying, and I kind of agree; I mean, I was born in '89, I started watching the show in the mid-'90s, 'though I couldn't say when because it's been so long that I don't remember, and the show will just always be inextricably linked to the 1990s. That's not just because the best years were in that decade (seasons 3-10, IMO), but because the strongest satirical points/statements were made throughout those 10 years. It
is weird to see the Simpsons adopt more technology over time; when the show went HD and introduced the new opening credits sequence, with a flatscreen TV, that did strike a wrong note with me. I miss the rabbit-ears - although the TV with rabbit ears atop it is not an '80s thing, it's a '50s thing, it's a mark of how
behind their times the Simpsons were and usually are. But it would just be ridiculous if, in 2010, the Simpsons didn't have a computer, or a DVD player, or a flatscreen TV, or ANY modern accoutrement, so it's not something that bothers me too much.
Now, as for a timeline of Homer & Marge's relationship, and when the kids were each born, etc etc., there's really no chronological arrangement that makes sense by this point. They stopped trying to keep that kind of thing really consistent in like season 4, because...Bart and Lisa are still 10 and 8 like they were three years ago, but Homer and Marge were in high school in '74 and got married in 1980? The
events themselves stayed consistent for a long time, but the years not so much. That is, until the episode "That '90s Show," which TOTALLY rewrote the story of Homer & Marge's relationship, and that is an episode I truly despise.