Who dated Harry Styles?

  • Caroline Flack dated Harry Styles from until . The age gap was 14 years, 2 months and 23 days.

  • Taylor Swift dated Harry Styles from until . The age gap was 4 years, 1 months and 19 days.

  • Kendall Jenner dated Harry Styles from until . The age gap was 1 years, 9 months and 2 days.

  • Nicole Scherzinger dated Harry Styles from until . The age gap was 15 years, 7 months and 3 days.

  • Camille Rowe dated Harry Styles from until . The age gap was 4 years, 0 months and 25 days.

  • Olivia Wilde dated Harry Styles from until . The age gap was 9 years, 10 months and 22 days.

Harry Styles

Harry Styles

Harry Edward Styles (born 1 February 1994) is an English singer, songwriter, and actor. His showmanship, artistry, and flamboyant fashion have had a significant impact on popular culture.

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. It debuted at number one in the UK and the US and was one of the world's top-ten best-selling albums of the year, while its lead single, "Sign of the Times", topped the UK Singles Chart.

His second album, Fine Line (2019), debuted atop the US Billboard 200 with the biggest ever first-week sales by an English male artist. Its fourth single, "Watermelon Sugar", topped the US Billboard Hot 100. Styles's widely acclaimed third album, Harry's House (2022), broke several records and received the Grammy Award for Album of the Year. Its lead single, "As It Was", became Billboard's and IFPI's number-one song of 2022 globally. He is set to release his fourth album, Kiss All the Time. Disco, Occasionally (2026), led by the single "Aperture", which debuted at number one on the Billboard Hot 100.

Styles has received various accolades, including 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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Caroline Flack

Caroline Flack

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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Harry Styles

Harry Styles
 

Taylor Swift

Taylor Swift

Taylor Swift ([ˈteɪlɚ swɪft]), née le à West Reading en Pennsylvanie, est une auteure-compositrice-interprète, musicienne, actrice et réalisatrice de clips musicaux américaine.

La sortie de son premier album intitulé Taylor Swift (2006) lance sa carrière en Amérique du Nord dans le genre country alors qu'elle n'a que seize ans. Son deuxième album, Fearless (2008), fait d'elle une artiste à succès dans les pays anglophones. Son quatrième album , Red (2012), s'éloigne des sonorités country pour plaire à un public international. L'album suivant, 1989 (2014), génère deux des plus gros tubes de sa carrière, Shake it Off et Blank Space. Son sixième album, Reputation (2017), fait de Taylor Swift la seule artiste de l'histoire à vendre consécutivement quatre albums à plus d'un million de copies lors de la première semaine de leur sortie, aux États-Unis. En 2019, son septième album, Lover, lui permet de devenir l'artiste la plus récompensée de l'histoire des American Music Awards.

Entre 2019 et 2025, un conflit majeur l’oppose à sa maison de disque . Elle réenregistre alors quatre de ses anciens albums. Les versions réenregistrées sont un succès. Elles contribuent à remettre au goût du jour son catalogue et médiatisent la question des droits des artistes. Taylor Swift met fin au conflit l'opposant à Scooter Braun et Shamrock Holdings en rachetant tous les masters originaux de ses six premiers albums. Elle devient unique propriétaire de son œuvre musicale depuis ses débuts.

En une quinzaine d'années, Taylor Swift est passée du statut de vedette de la country en Amérique du Nord à être l'une des plus influentes popstars mondiales. Trois éléments l'expliquent, en partie : sa maitrise du marketing, sa communauté de fans, appelés les « swifties » et les changements de genre musical qu'elle a faits durant sa carrière : de la country à la pop, en passant par la folk avec les albums Folklore et Evermore en 2020. Son impact culturel, économique et politique fait d'elle la première artiste désignée « personnalité de l'année » par le magazine américain Time en 2023. Cette année-là, son album Midnights fait de Taylor Swift une quadruple récipiendaire du Grammy Award de l'album de l'année, record absolu. La même année, elle entame une tournée mondiale des stades, The Eras Tour. Cette tournée rencontre un immense succès commercial et médiatique, relance la vente de ses anciens albums grâce au streaming mais aussi en termes de ventes réelles. Cruel Summer devient un hit plusieurs années après sa sortie et sa chanson la plus écoutée sur Spotify. Ses albums pop Midnights (2022), The Tortured Poets Department (2024) et The Life of a Showgirl (2025) connaissent un succès de plus en plus massif lors de leur sortie. The Fate of Ophelia devient un de ses plus gros hits en 2025-2026. En 2026, elle entre dans le Songwriter Hall of Fame à l'âge de 36 ans. Elle est la plus jeune femme intronisée, et le 2e auteur-compositeur femmes et hommes confondus.

En plus de sa carrière musicale, la chanteuse mène une carrière d'actrice dans diverses productions pour le cinéma et la télévision. En 2024, son patrimoine est estimé à plus d'un milliard de dollars.

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Harry Styles

Harry Styles
 

Kendall Jenner

Kendall Jenner

Kendall Nicole Jenner (Los Angeles, 3 de novembro de 1995) é uma modelo, empresária, socialite e personalidade da mídia americana. Inicialmente conhecida por sua participação no reality show Keeping Up with the Kardashians (2007–2021), exibido ao longo de quase quinze anos, ela alcançou projeção internacional ao transitar do entretenimento televisivo para o mercado da moda de alto padrão, tornando-se uma das modelos mais reconhecidas de sua geração.

Jenner iniciou sua carreira como modelo aos 14 anos. Após trabalhos iniciais em campanhas publicitárias e ensaios fotográficos, consolidou-se no circuito internacional da moda entre 2014 e 2015, quando passou a desfilar regularmente para estilistas de alta-costura durante as semanas de moda de Nova York, Milão e Paris. Ao longo desse período, participou de campanhas publicitárias, editoriais e ensaios de capa de revistas especializadas, incluindo a LOVE e diversas edições internacionais da Vogue, além de atuar como embaixadora da marca de cosméticos Estée Lauder. Em 2015, estreou na lista das modelos mais bem pagas do mundo da revista Forbes, ocupando a 16ª posição, com uma renda anual estimada em US$4 milhões. Dois anos depois, em 2017, foi classificada pela mesma publicação como a modelo mais bem paga do mundo, superando Gisele Bündchen, que liderava o ranking desde 2002.

Além da carreira na moda, Jenner expandiu sua atuação para o campo empresarial e de mídia. Após o encerramento de Keeping Up with the Kardashians, passou a estrelar, ao lado de sua família, no reality show The Kardashians, lançado em 2022. Paralelamente, desenvolveu empreendimentos próprios, incluindo o lançamento da marca de bebidas alcoólicas 818 Tequila e diversas linhas de produtos cosméticos em parceria com sua irmã Kylie Jenner.

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Harry Styles

Harry Styles
 

Nicole Scherzinger

Nicole Scherzinger

Nicole Prascovia Elikolani Scherzinger ( SHUR-zing-ər; née Valiente; born June 29, 1978) is an American singer, actress, and television personality. She was a member of the R&B and pop group the Pussycat Dolls between 2003 and 2010. With two albums and over 55 million records sold worldwide, the Pussycat Dolls became one of the world's best-selling female groups of all time.

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 dropped out of college and toured with the American rock band Days of the New before finding 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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Harry Styles

Harry Styles
 

Camille Rowe

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

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Harry Styles

Harry Styles
 

Olivia Wilde

Olivia Wilde

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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