The Top Five Most Outrageous VMA Moments

September 13, 2009

With the 2009 MTV VMAs airing tonight, we though we would reminisce a bit by traveling back to the craziest moments the classic award show has to offer. From boobs being grabbed to bass guitars cracking faces, here are the five most outrageous VMA moments.

Source: Scott Gries/Getty Images

5. Diana Ross Goes for Lil' Kim's Grab Bag


Source: David Drapkin/Getty Images

Sometimes the clothes really do make the man -- or woman, as the case may be. Back in the easy, breezy days of 1999, before Janet Jackson ruined the fun for everyone, Lil' Kim and Diana Ross were set to present at the VMAs, when it became apparent that Lil' Kim was revealing more than her revealing outfit was intended to. Her left breast made an unexpected appearance (covered by a pastie) and, being a good host, Diana Ross promptly grabbed a handful and welcomed the breast to the party. Suffice it to say Lil' Kim was a real handful that night.

4. Courtney Love Crashes Madonna's Interview


This video may be a little long for more impatient viewers, but it’s totally worth being patient for. First off, this took place at a time when Courtney Love really came into her own as an unpredictable star who just didn’t give a f***. The fact that she starts throwing random objects at Madonna during an interview with Kurt Loder makes us kinda happy inside. After intruding on Madonna’s time, Courtney then proceeds to roll around on the ground like a village drunkard and doing things that would make a porn star gag. It’s pretty rock 'n' roll and damn entertaining.

3. Krist Novoselic's Spectacular Bass Toss FAIL


At the pinnacle of the alternative rock explosion, Nirvana played the song “Lithium” to a raucous crowd at the 1992 Video Music Awards. Toward the end of the performance, bassist Krist Novoselic’s amplifier began to fail, and he decided to perform a “sensational bass toss” which instead ended in a sensational bass-catching FAIL. Novoselic managed to nail himself in the head with his guitar, knocking him flat on the ground, after which frontman Kurt Cobain (not being aware of Krist’s previous lack of coordination) kicked him in the ass for good measure. Now that's what rock 'n' roll is all about.

2. Britney, Christina, and Madonna Share a Makeout


Source: Scott Gries/Getty Images

MTV celebrated the 20th anniversary of their Video Music Awards with a sensual kiss between an elderly fake British woman and two pop princesses in front of millions confused, yet aroused, viewers. The artistic lip lock involved Madonna popping out of a wedding cake sporting a Moulin Rouge/Mr. Belding-inspired tuxedo, while Spears and Aguilera donned wedding gowns with less fabric than traditional veils. Seriously...that's not a weird dream or acid flashback. This actually happened on national television.

1. Michael Jackson and Lisa Marie Presley Kiss


In 1994, the VMAs somehow convinced a newly married Michael Jackson and his blushing bride Lisa Marie Presley to appear on the show and make out. The subsequent kiss quickly became one of the strangest moments of PDA in the history of television.

The whole incident reeked of a publicity stunt. Michael Jackson was fresh from dealing with career-damaging allegations of child sexual abuse and his marriage to Elvis Presley’s daughter was viewed as a sham to improve his public image. The couple’s appearance of the VMAs didn’t exactly help. The two strolled onstage, hand-in-hand and looking uncomfortable. Jackson softly told the audience, "And just think, nobody thought this would last" and then the two locked lips.

As expected, the marriage didn’t last, with the two divorcing just two years later. They remained friends and after Jackson’s recent death, Presley maintained that the two had a normal, sexually active, loving marriage.

What are your favorite crazy VMA moments?