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I'm afraid I'm going to age myself when I answer this one.
We had a lot of boy bands, Titanic came out so My Heart Will Go On was way over played on the radio, a bunch of what I call "dance" songs came out like Gonna Make You Sweat, I'm Too Sexy and even Achy Breaky Heart (man I spent way too much time dancing to that song)
The one song that stands out and makes me think of highschool though is Macarana, which I also spent way too much time dancing to.