Highlights

Try as the might, alt-rockers, country crooners, rap royalty and boy bands just have nothing on Madonna, who owns the 1998 VMAs with six wins from 11 nominations.

/content/ontv/vma/archive/images/1998/flipbook/1998_host_stiller1.jpg

1 / 8

09.10.98, Los Angeles: Fresh off the runaway success of There's Something About Mary, Ben Stiller takes on hosting duties for the 1998 MTV Video Music Awards.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_mariah_whitney_dress3.jpg

2 / 8

09.10.98, Los Angeles: Divas Mariah Carey and Whitney Houston seem to have shared a stylist as they appear in matching gowns.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_madonna_perf1.jpg

3 / 8

09.10.98, Los Angeles: Madonna performs "Ray of Light" in traditional Indian attire.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_gwen_kravitz.jpg

4 / 8

09.10.98, Los Angeles: Lenny Kravitz and a blue-haired Gwen Stefani rock the stage.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_vanguard_beastieboys1.jpg

5 / 8

09.10.98, Los Angeles: Adam Yauch of the Beastie Boys delivers a politically-driven speech as the Beastie Boys are honored with the Video Vanguard award.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_bustarhymes.jpg

6 / 8

09.10.98, Los Angeles: Busta Rhymes introduces his hard-to-miss mariachi entourage, the Flipmode Squad.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_madonna_win1.jpg

7 / 8

09.10.98, Los Angeles: Nominated in 11 categories for Ray Of Light, Madonna takes home a whopping six Moonmen at the VMAs this year.

Photo By MTV

/content/ontv/vma/archive/images/1998/flipbook/1998_brian_setzer.jpg

8 / 8

09.10.98, Los Angeles: The Brian Setzer Orchestra bring the night's festivities to a jumping, jiving, wailing finish.

Photo By MTV