Who dated Harry Styles?

Harry Edward Styles (born 1 February 1994) is an English singer, songwriter, and actor. An influential figure in popular culture, he is known for his showmanship, artistry, and flamboyant fashion. Styles's musical career began in 2010 as part of One Direction, a boy band formed on the British music competition series The X Factor after each member of the band had been eliminated from the solo contest. They became one of the best-selling boy bands of all time before going on an indefinite hiatus in 2016. Styles released his eponymous debut solo album through Erskine and Columbia Records in 2017, which was led by the UK number-one single "Sign of the Times".

His second album, Fine Line (2019), set the biggest ever first-week sales by an English male artist in the United States. Its fourth single, "Watermelon Sugar", topped the US Billboard Hot 100. Styles's acclaimed third album, Harry's House (2022), received the Grammy Award for Album of the Year, while its lead single, "As It Was", became the world's biggest single of the year. His fourth album, Kiss All the Time. Disco, Occasionally (2026), featured the global number-one singles "Aperture" and "American Girls".

His accolades, include six Brit Awards, three Grammy Awards, two Ivor Novello Awards, three American Music Awards, and four MTV Video Music Awards. Fine Line and Harry's House were both included on Rolling Stone's list of "The 500 Greatest Albums of All Time". Styles's film roles include Dunkirk (2017), Eternals (2021), Don't Worry Darling (2022), and My Policeman (2022). Wearing a blue Gucci dress, he became the first man to appear solo on the cover of Vogue. Styles contributes to various charities and advocates for gender, racial, and LGBTQ equality.

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Taylor Alison Swift (born December 13, 1989) is an American singer-songwriter. An influential figure in popular culture, she is known for her autobiographical songwriting and artistic reinventions. Swift is the highest-grossing live music artist, the wealthiest female musician, and one of the best-selling music artists of all time.

Swift signed with Big Machine Records in 2005 and debuted as a country singer with the albums Taylor Swift (2006) and Fearless (2008). The singles "Teardrops on My Guitar", "Love Story", and "You Belong with Me" found crossover success on country and pop radio formats. Speak Now (2010) expanded her country pop sound with rock influences, while Red (2012) incorporated eclectic pop and rock styles. Swift recalibrated her artistic identity from country to pop with the synth-pop album 1989 (2014), while ensuing media scrutiny inspired the trap-pop–imbued Reputation (2017). Through the 2010s, she accumulated the US Billboard Hot 100 number-one singles "We Are Never Ever Getting Back Together", "Shake It Off", "Blank Space", "Bad Blood", and "Look What You Made Me Do".

Shifting to Republic Records in 2018, Swift released the eclectic pop album Lover (2019) and re-recorded four of her first six albums due to a dispute with Big Machine. She explored indie folk on the 2020 albums Folklore and Evermore, synth-pop on Midnights (2022) and The Tortured Poets Department (2024), and soft rock on The Life of a Showgirl (2025). The singles "Cardigan", "Willow", "All Too Well (Taylor's Version)", "Anti-Hero", "Cruel Summer", "Is It Over Now?", "Fortnight", "The Fate of Ophelia", and "Opalite" topped the Hot 100. Her Eras Tour (2023–2024) and its associated film, Taylor Swift: The Eras Tour (2023), are the highest-grossing concert tour and concert film of all time.

Swift is the only artist to have been named the IFPI Global Recording Artist of the Year six times. A record eight of her albums have each sold over a million copies first-week in the US. Publications such as Rolling Stone and Billboard have ranked Swift among the greatest artists of all time. She is the first individual from the arts to be named Time Person of the Year (2023) and the youngest female inductee of the Songwriters Hall of Fame (2026). Her accolades include 14 Grammy Awards—including a record four Album of the Year wins—and a Primetime Emmy Award. Swift is the most-awarded artist of the American Music Awards, the Billboard Music Awards, and the MTV Video Music Awards. A subject of extensive media coverage, she has a global fanbase called Swifties.

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Caroline Louise Flack (9 November 1979 – 15 February 2020) was an English television presenter. Flack grew up in Norfolk and took an interest in dancing and theatre while at school. She began her professional career as an actress, starring in the comedy sketch show Bo' Selecta! (2002), and went on to present various ITV2 shows including I'm a Celebrity...Get Me Out of Here! NOW! (2009–2010) and The Xtra Factor (2011–2013).

In 2014, Flack won the twelfth series of BBC's Strictly Come Dancing and was praised for achieving a record perfect score in the final. The following year, she began presenting The X Factor, with Olly Murs, replacing the long-standing presenter Dermot O'Leary, and Love Island, hosting until her resignation in December 2019 after being arrested for assault.

On 15 February 2020, aged 40, Flack was found dead at her home in North East London; in August, a coroner's inquest recorded a verdict of suicide.

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Kendall Nicole Jenner (born November 3, 1995) is an American model, socialite and media personality. She rose to fame in the reality television show Keeping Up with the Kardashians, in which she starred for 20 seasons and nearly 15 years from 2007 to 2021. The success of the show led to the creation of multiple spin-off series including Kourtney and Khloe Take Miami (2009), Kourtney and Kim Take New York (2011), Khloé & Lamar (2011), Rob & Chyna (2016) and Life of Kylie (2017). Following the decision to end their reality show, in 2022 she and her family starred in the reality television series The Kardashians on Hulu.

Jenner began modeling at the age of 14. After working in commercial print ad campaigns and photoshoots, she had breakout seasons in 2014 and 2015, walking the runways for high-fashion designers during the New York, Milan, and Paris fashion weeks. Jenner has appeared in campaigns, editorials, and cover shoots for LOVE and various international Vogue editions, and is a brand ambassador for Estée Lauder. Jenner made her debut at No. 16 on Forbes magazine's 2015 list of top-earning models, with an estimated annual income of US$4 million. In 2017, Jenner was named the world's highest-paid model by Forbes, ousting model Gisele Bündchen who had been leading the list since 2002. In 2021, she launched the tequila brand 818 Tequila.

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Nicole Prascovia Elikolani Scherzinger ( SHUR-zing-ər; née Valiente; born June 29, 1978) is an American singer, actress, and television personality. She is a member of the R&B and pop group the Pussycat Dolls. With two albums and over 55 million records sold worldwide, the Pussycat Dolls became one of the world's best-selling female groups ever.

Born in Honolulu, Hawaii, and raised in Louisville, Kentucky, Scherzinger began acting at the age of 14 and studied musical theatre at Wright State University. In pursuit of a musical career, Scherzinger accepted an offer to sing background vocals to American rock band Days of the New's second self-titled album and its supporting tour. She later found mild success with Eden's Crush, a girl group created through The WB's talent competition Popstars. After taking on minor acting roles, Scherzinger became the lead singer of the Pussycat Dolls. She carved out a solo career outside the group with the albums Killer Love (2011) and Big Fat Lie (2014). Her hit singles as a solo artist include "Right There", "Poison" and "Don't Hold Your Breath".

Scherzinger has served as a judge on television talent shows, including The Sing-Off (2009–2010), The X Factor USA (2011), The X Factor UK (2012–2013, 2016–2017), Australia's Got Talent (2019), and The Masked Singer US (2019–2023). In 2010, she competed on the television dancing competition Dancing with the Stars, in which she won. Other work during this period includes her theatrical roles in Cats (2014) and Sunset Boulevard (2023–2025), as well as roles in the Disney animated film Moana (2016), the ABC film Dirty Dancing (2017), and the NBC special Annie Live! (2021).

During her career, Scherzinger has received nominations for a Grammy, two Laurence Olivier Awards and a Tony Award. She won the 2024 Laurence Olivier Award for Best Actress in a Musical for her performance as Norma Desmond in the 2023 West End revival of Sunset Boulevard and received the Tony Award for Best Actress in a Musical in 2025 when the show transferred to Broadway in 2024. Her other ventures include clothing lines and a fragrance, as well as serving as an ambassador for the Special Olympics and as a supporter of UNICEF UK.

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Camille Chrystal Pourcheresse, known professionally as Camille Rowe, is a French-American model and actress.

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Olivia Jane Cockburn (born March 10, 1984), known professionally as Olivia Wilde is an American actress and filmmaker. She played Remy "Thirteen" Hadley on the medical-drama television series House (2007–2012), and appeared in the action films Tron: Legacy (2010) and Cowboys & Aliens (2011), the romantic drama film Her (2013), the comedy film The Incredible Burt Wonderstone (2013), and the horror film The Lazarus Effect (2015). She made her Broadway debut playing Julia in 1984 (2017).

Wilde made her directorial debut with the teen comedy film Booksmart (2019), which received critical acclaim and won the Independent Spirit Award for Best First Feature. She subsequently directed the thriller film Don't Worry Darling (2022) and The Invite (2026), both of which she also starred in.

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