It's sad that we no longer have soundtracks for eras the way we did. Look at movies set during various decades; you know the time period from the songs being played.
After 2000 or so... that's over. Even if you play period-correct music, it will not evoke memories across anywhere near as much of the audience as it would have for previous generations.
Back in the day, on a road trip with friends, you could have an assorted-music tape where people would know and rock out to every song. Today not so much. Or... you'd be playing the same tape from the '80s to 20-somethings now and they'd still know the songs.
There's a reason '80s music enjoyed such a resurgence among young people: Much of today's popular music sucks ass. It sucks both from a creative standpoint (lacking even legitimate song structure, like melody, chorus, & bridge) and from a technical standpoint (being dynamically compressed into a wall of noise).