1 January

Pick a Day

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August 24, 1999 18-year-old Christina Aguilera releases her self-titled debut album, which includes three #1 hits: "Genie in a Bottle," "What a Girl Wants" and "Come On Over Baby (All I Want Is You)." It ushers in a new era of teen pop alongside her former Mickey Mouse Club star, Britney Spears.

August 14, 1999 Before an in-store signing in Norridge, Illinois, the nine guys in Slipknot change into their masks and jumpsuits behind a jewelry store, and the cops show up, thinking they're going to rob the place. After they prove they're a theatrical metal band and not a crime ring, the police escort them to the signing.

August 8, 1999 It's a nu-metal moment at the Family Values Tour in Kansas City when Puddle Of Mudd frontman Wes Scantlin sneaks backstage and slips a demo tape to Fred Durst's security guard. The Limp Bizkit leader gives it a listen and signs the band to his label, Flawless Records.

July 29, 1999 The Rock 'n' Roller Coaster Starring Aerosmith opens at Disney World in Orlando, Florida. Before boarding, riders get a virtual Aerosmith experience, peeking in on a recording session before a "super‑stretch" limo (the coaster) rushes them to a show. The ride proves very popular and runs until 2026, when it's replaced with a Muppets theme. Remarkably, the band doesn't do anything to run afoul of Disney standards during that time.

July 29, 1999 Anita Carter (of The Carter Family) dies at age 66 after years of drug treatment for rheumatoid arthritis irreparably damages her liver, kidneys, and pancreas.

July 25, 1999 Woodstock '99 comes to a fiery conclusion as the crowd loots and burns anything they can find while the Red Hot Chili Peppers play the last set. Poor conditions and a mostly collage-age crowd swelled by testosterone and nu metal have made the riot pretty much inevitable. Remarkably, there are relatively few injuries; when police arrive, the crowd seems more than happy to leave.

July 24, 1999 The rapper Treach (Anthony Criss) from Naughty by Nature ("O.P.P.") marries Pepa (Sandra Denton) of Salt-N-Pepa in a ceremony officiated by Reverend Run of Run-D.M.C., who says it's the first time a rapper has married two rappers. Among the guests are Salt, Queen Latifah and Vivica A. Fox. The couple divorce in 2001, with Pepa alleging abuse.

July 24, 1999 On the third day of the Woodstock '99 festival on Griffiss Air Force Base, overpriced water, overflowing toilets and a Limp Bizkit performance of "Break Stuff" lead to riots, groping and injuries. Conditions deteriorate as the festival rages on, and by the final day, MTV is covering the event with the tagline "Apocalypse Woodstock."

July 13, 1999 In support of their acclaimed synth-infused album The Soft Bulletin, The Flaming Lips embark on a "headphones tour" that combines pre-recorded material, provided to the audience through customized headsets, with the live stage show.More

July 10, 1999 Significant Other by Limp Bizkit supplants Millennium by Backstreet Boys at #1 on the US albums chart. The nu metal vs. boy band battles continue unabated on MTV's Total Request Live, as videos from the albums battle it out on the countdown.

June 29, 1999 Slipknot release their self-titled major-label debut album. Metal Hammer magazine calls it the "best debut of the last 25 years."More

June 27, 1999 Coldplay, Muse and David Gray all play the New Bands Tent at the Glastonbury Festival. Main stage acts include Blondie, R.E.M., and Manic Street Preachers.

June 26, 1999 Pearl Jam score their biggest Hot 100 hit when "Last Kiss," a cover of a song from the '60s, reaches #2, held off the top spot by Jennifer Lopez' first single, "If You Had My Love."More

June 22, 1999 Limp Bizkit release the nu metal landmark Significant Other, their second album. Lead by the single "Nookie," it debuts at #1 in America, unseating Millennium by Backstreet Boys.

June 19, 1999 In an interview published in Melody Maker, Britney Spears says, "I would have to be totally happy in every aspect before I would get married. I believe marriage is for life." She ends up getting married twice... in 2004.

June 18, 1999 A judge dismisses a case brought against Prince in 1994 claiming he stole the idea for his symbol-shaped guitar. In the opinion, the judge writes: "Defendant may as well have had this protracted litigation in mind when he lyrically asked: 'Why do we scream at each other. This is what it sounds like. When doves cry.'"

June 15, 1999 After a seven-year recording hiatus, Santana release the album Supernatural, which goes to #1 thanks to hit singles like "Smooth," "Maria Maria," and "Put Your Lights On." It's their first chart-topping album in 28 years.More

June 2, 1999 Junior Braithwaite (of Bob Marley's Wailers) is gunned down in front of a fellow musician's home in Kingston, Jamaica. Junior, age 47, is the third Wailer to be murdered, following Peter Tosh and Carlton Barrett's 1987 deaths.

June 1, 1999 Ja Rule releases his debut album, Venni Vetti Vecci, featuring the hit single "Holla Holla."More

June 1, 1999 Brad Paisley releases his debut album, Who Needs Pictures, which features his first pair of #1 country hits: "He Didn't Have To Be" and "We Danced."More

June 1, 1999 Blink-182 spin immaturity into gold (or should we say, Platinum) with their third album, Enema Of The State, which catapults the pop-punk trio to stardom with hit singles like "What's My Age Again?" and "All The Small Things."More

May 29, 1999 Photographers taking shots of old cars wrecked at the bottom of Malibu's Decker Canyon discover the body of Iron Butterfly bassist Philip Kramer, who had gone missing on February 12, 1995. His death is ruled a suicide.

May 19, 1999 Moby releases Play, a downtempo collection of electronic tunes built on samples of field recordings and old blues numbers. Thanks to music licensing, the songs reach lots of ears and the album becomes a global hit.More

May 18, 1999 Backstreet Boys release their third album (second in America), Millennium, with the hits "I Want It That Way" and "Larger than Life." Primarily produced by Max Martin, it sells over 13 million in America and many more worldwide.

May 10, 1999 Shel Silverstein, the prolific author of beloved children's books who was also a top songwriter, dies of a massive heart attack at age 68. He wrote "A Boy Named Sue" for Johnny Cash.More

May 5, 1999 At the 34th annual Academy of Country Music Awards, Garth Brooks is named Artist of the Decade.

May 4, 1999 Former In Living Color Fly Girl Jennifer Lopez issues her first single, "If You Had My Love." The song lands at #1 on the Billboard Hot 100, making Lopez the first artist to top the chart with a debut single since Britney Spears did the same with "...Baby One More Time" four months earlier.More

May 3, 1999 Ella Langley is born Elizabeth Camille Langley in Hope Hull, Alabama. After dropping out of college at 20 and moving to Nashville, she builds a following through TikTok and earns a record deal. Her first hit is "You Look Like You Love Me," a 2024 duet with Riley Green, but her 2025 song "Choosin' Texas" is even bigger, winning a raft of awards and going to #1 on both the Country chart and Hot 100.

May 1, 1999 The Lyz Art Forum in Siegen, Germany, presents an exhibition of 70 paintings by Paul McCartney, including "Bowie Spewing," which is indeed a portrait of a young David Bowie.

April 27, 1999 Songs From Dawson's Creek is released after the teen drama airs its first season on The WB. The soundtrack peaks at #7 on the US albums chart.More

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