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The oldest female to have a number 1 song is Debbie Harry who reached the top spot in the UK charts in 1999 with 'Maria' at the age of â¦ In addition, Carey also has the highest number of top hits at the Billboard Hot 100 chart during the 1990s (14 songs). Years: 1995-1996 1 song in the United States, the ballad âOne Sweet Dayâ by Mariah Carey and Boyz II â¦ The song was released on November 14, 1995 () as the second single from Carey's fifth studio album, Daydream by Columbia Records.The artists co-wrote the song with Walter Afanasieff, who co-produced it with Carey.Lyrically, the song speaks about the death of a loved oneâ¦ The song "One Sweet Day", performed by Mariah Carey and Boyz II Men, remained the longest at the top of the Billboard Hot 100 chart during the 1990s (16 weeks).In addition, Carey also has the highest number of top hits at the Billboard Hot 100 chart during the 1990s (14 songs). 1996 â Boyz II Men and Mariah Carey's duet, "One Sweet Day," breaks records by holding the No. Five members of the 1970s power-rock group Styx regroup, but original drummer John Panozzo dies before the band launches its comeback tour. Publisher's Note: As a special treat for SoulTrackers, Jo-Ann Geffen, co-author of "Chicken Soup for the Soul: The Story Behind the Song," a great book that includes interviews with artists about the makings of many now-classic songs, has agreed to share with us some of the stories from the book (which is now available as an e book at Amazon.com), including this one â¦ Mariah Carey & Boyz II Men â "One Sweet Day" Weeks at No. With âOld Town Roadâ securing an astounding 17th week on the Billboard Hot 100, the rapper has officially broken the record first set by Mariah Carey and Boyz II Menâs âOne Sweet Day,â which ran for an impressive 16 weeks. That teaming leads our list of the 15 longest reigning number one songs of the â90s, a list thatâs dominated by R&B, features a number of tributes to lost loved ones and may inspire you to break out some old dance moves. 1 spot on Billboard's Top 100 for 16 consecutive weeks. "One Sweet Day" is a song by American singer-songwriter Mariah Carey and R&B group Boyz II Men. After a 23-year reign as the longest-running No. Joan Osborne - One Of Us Mariah Carey - One Sweet Day 112 - Only You Do Or Die - Po Pimp Ginuwine - Pony Janet Jackson - Runaway Planet Soul - Set You Free Cage (Remix) Brandy - Sittin' Up In My Room La Bouche - Sweet Dreams Groove Theory - Tell Me Maxi Priest - That Girl Color Me Badd - The Earth, The â¦ âOne Sweet Dayâ served as the second single from Careyâs 1995 album, Daydream.She performed the song at the memorial service for Princess Diana, as well as at the 38th Grammy Awards. The song "One Sweet Day", performed by Mariah Carey and Boyz II Men, remained the longest at the top of the Billboard Hot 100 chart during the 1990s (16 weeks) including the best-performing single of the decade. âSaviourâs Dayâ is a song by Cliff Richard that became the number one single in 1990 during Christmas week. In addition, Carey also remained the longest at the top of the Billboard Hot â¦ one sweet day. It has known as one of the best but also the most annoying Christmas songs, having been voted into several lists of both. Lil Nas X on Monday conquered one of the longest-held records in pop music history. 1: 16.