1 January

Pick a Day

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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 17, 1999 Suffering from depression, Screaming Lord Sutch commits suicide at age 58. The singer, who also founded the UK political party Official Monster Raving Loony Party, worked with several artists, including Keith Moon, Jimmy Page, and Jeff Beck.

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 11, 1999 "Back That Azz Up" by Juvenile is released as a single. It features the lil-known 16-year-old Lil Wayne in the "drop it like it's hot" section, introducing a phrase that begets another booty song - Snoop Dogg's "Drop It Like It's Hot" - in 2004.

June 4, 1999 As he predicted on the title track, Kid Rock goes Platinum with his album Devil Without A Cause. It goes on to sell another 10 million copies.

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

June 1, 1999 Dido releases her debut album, No Angel, in America. It takes off at the end of 2000 after Eminem samples her song "Thank You" on his hit "Stan."

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 11, 1999 After releasing four Spanish-language albums, Ricky Martin releases his first in English, Ricky Martin. It includes the mega-hit "Livin' La Vida Loca," his American breakthrough.

May 11, 1999 Sabrina Carpenter is born in Quakertown, Pennsylvania. In 2014 when she's 15, she stars in the Disney show Girl Meets World and sings the theme song. When the show ends three years later, she devotes more time to music, and in 2024 lands a big hit with "Espresso."

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 29, 1999 Following his reunion with Pamela Anderson Lee, Tommy Lee quits Mötley Crüe to devote time to his new band, Methods of Mayhem, and his family.

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

April 26, 1999 English post-punk rocker Adrian Borland (The Sound, The Outsiders) commits suicide at age 41 by throwing himself under a train at London's Wimbledon Station.

April 25, 1999 It's Joe DiMaggio Day at Yankee Stadium, where Paul Simon performs "Mrs. Robinson," which contains the classic line, "Where have you gone, Joe DiMaggio?"

April 20, 1999 At his concert at the Meadowlands in New Jersey, Billy Joel announces his retirement from touring and recording pop music, as he wants to focus on classical music. His retirement doesn't last long; he returns to the stage in December. After sitting out most of 2000, he embarks on the Face to Face tour with Elton John in 2001.

April 14, 1999 Anthony Newley - British actor and singer-songwriter - dies at age 67 of renal cancer. In addition to his numerous Top 40 hits on the UK chart in the early-'60s, Newley, along with his songwriting partner Leslie Bricusse, earned an Academy Award nomination for the film score to Willy Wonka & the Chocolate Factory (1971).

April 10, 1999 The all-star tribute concert Here There and Everywhere: A Concert For Linda is held at London's Royal Albert Hall, where Paul McCartney, George Michael, Chrissie Hynde (of The Pretenders), Elvis Costello and Sinead O'Connor raise money for animal charities while remembering Paul's wife Linda, who has recently succumbed to breast cancer.

March 17, 1999 Sinead O'Connor records the first ever single via the Internet in a BBC studio as part of the Tomorrow's World program. The song is a cover of Bob Marley's "Them Belly Full (But We Hungry)" recorded for the War Child charity.

March 15, 1999 Curtis Mayfield, Del Shannon, Dusty Springfield, Paul McCartney, The Staple Singers, Billy Joel, and Bruce Springsteen are inducted into the Rock and Roll Hall of Fame. Springsteen reunites with the E Street Band to perform at the ceremony.

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