From a member of the iconic boy band One Direction, Harry Styles has gone on a long journey to become one of the most beloved male pop stars in the world right now. Being a bona fide solo pop star with various chart-toppers, it is no surprise that the Watermelon Sugar singer is adored by many people. And, over the years, Harry has also shown that he is truly a universal heartthrob - with a long list of high-profile romances. From Taylor Swift to Kendall Jenner, here's a complete list of Harry Styles' romances over the years.

Born on 9 November 1979, Caroline Flack was a television and radio host and actress. She started her acting career in Bo' Selecta! before going on to present several ITV2 programs, including I'm a Celebrity...Get Me Out of Here! NOW! and The Xtra Factor. Caroline was a hot topic as she won first place in Strictly Come Dancing in 2014.

Caroline also made headlines as she was Harry's first high-profile girlfriend, but their relationship came to an end after the public learned about it in January 2012. After Caroline's death in February 2020, Harry appeared to pay her homage by attending the BRIT Awards while wearing a black memorial ribbon.

Taylor Swift, born on December 13, 1989, is a megastar with extraordinary talents in singing and songwriting. Numerous hits of her such as Shake it Off, Blank Space, Love Story, and more have brought her fame and several awards. These impressive accolades include 11 Grammy Awards, 34 American Music Awards, 29 Billboard Music Awards, and an Emmy Award.

While she is now in a solid relationship with Joe Alwyn, her past with Harry Styles is always remembered. The two were linked for a short while in late 2012 and early 2013, even though many people think their relationship was only for showbiz purposes.

Born on 12 August 1992, Cara Delevingne is a talented model, actress, and singer. In 2012 and 2014, Delevingne was named Model of the Year at the British Fashion Awards, which brought her closer to success. With a small part in Joe Wright's 2012 film adaptation of Anna Karenina, Delevingne made her acting debut. Her most prominent movies include Luc Besson's Valerian and City of a Thousand Planets, Paper Towns as well as Suicide Squad.

One of the rumors she faced in her career was that Harry and Cara were dating in 2013, although neither party ever confirmed it. 'They have great chemistry', a source told Look Magazine in 2020. 'Sure, they've always agreed to keep things super-casual and private because of their crazy worlds, but Harry genuinely likes Cara a lot – he has done since they met three years ago.'

Kendall Jenner, born on November 3, 1995, rose to stardom as a model and media personality. Her breakthrough in her career was when she walked the runways for high-end designers during the New York, Milan, and Paris fashion weeks. In 2017, Jenner was crowned the world's highest-paid model by Forbes after staying on the 2015 list at No.16.

Turning to her private life, Harry and Kendall have had an on-again, off-again relationship for most of the time they remain friends. Rumors about their romance reached new heights in late 2015 when they were caught getting quite cozy aboard a yacht in the Caribbean around the holidays. They still remain on good terms now.

Born on 13 October 1995, Paige Reifler is an American social media influencer and Instagram model. She rose to fame as a model as a result of her outstanding work. She is highly renowned for her cover appearances in esteemed magazines including V, CR Fashion Book, Harper's Bazaar, Elle, My Town, and others.

Paige Reifler and Harry announced their status with each other in 2014. However, things became complicated when she allegedly made fun of him on the Instagram accounts of her friends and hinted that she might be exploiting him for his popularity. The relationship quickly ended, with no party ever confirming what actually happened.

Nadine Leopold, born on 7 January 1994, is a model from Australia. She has had ups and downs in her career path as she encountered many challenges when casting and working. Luckily, her effort was recognized as she had a chance to walk in the Victoria's Secret Fashion Show in 2017 and 2018, after featuring in Glamour, Vogue, etc.

Besides her beauty, people pay attention to her because of her dating rumors with Harry Styles. From winter 2014 to early 2015, Nadine was the Watermelon Sugar singer’s girlfriend. Before Harry and the rest of One Direction left for their final tour, the model and Harry spent a lot of time together in LA, but their romance ended quickly.

Born on 17 June 1992, Georgia Fowler is working as a model and actress. She rose to fame for walking in the Victoria's Secret Fashion Show for three consecutive years in 2016, 2017, and 2018. She has worked with various modeling agencies and fashion lines like Prada and Chanel, among others. Georgia Fowler has been featured in a variety of magazines such as Marie Claire Australia and Harper's Bazaar Australia, not to mention Vogue Girl Korea.

The mother of one had a brief fling with singer Harry Styles back in 2015 after One Direction embarked on their last tour. When she posted a Snapchat video of them playing scrabble together at an English spa resort, everyone found out about it. Harry Styles' hit Kiwi is also claimed to be about Fowler, but neither party has ever claimed this.

Harry's relationship with French Victoria's Secret model Camille Rowe was one of his most renowned relationships. She is a model and actress, who gained attention after going on the front page of Playboy and walking in the Victoria's Secret Fashion Show. Moreover, the 32-year-old model has appeared in publications like Marie Claire Italia, Madame Figaro, Elle France, Vogue Paris, and Vogue Italia.

Fans discovered the two were dating after hearing Harry's voice in Camille's Instagram story. During their relationship, which lasted from the summer of 2017 to July 2018, the two became fairly close, and Harry even introduced Camille to his family. They ultimately decided to go their separate ways, though.

Tess Ward, born in March 1990, has been dubbed ‘cooking’s new golden girl’ by fans. She is best known for her cookbook The Naked Diet, which she describes as ‘celebrating unprocessed ‘naked’ ingredients’. Tess also runs a popular blog The YES Chef and has written for Fabulous magazine, Grazia Online, and others.

Moreover, the in-demand 27-year-old has worked as a consultant with brands such as Fortnum and Mason, Itsu, Grey Goose, and Kallo. However, she faced great criticism after her dating announcement with Harry was exclusively revealed in The Sun. Without a doubt, the relationship soon ended in 2017.

Born on March 10, 1984. Olivia Wilde is an actress and filmmaker. She gained attention for her role as a bisexual bar owner on the teen drama television series, The O.C., and the medical-drama television series, House. Many of her amazing films are The Girl Next Door, Conversations with Other Women, Bickford Shmeckler's Cool Ideas, Turistas, and Alpha Dog. Because of her work, she has gained several awards including Teen Choice Awards, Independent Spirit Awards, and Gotham Awards.

Styles and Wilde have been dating since December 2020 after they fell in love while working together on the director's new film - Don't Worry Darling, in which Harry had the lead role. Previously, Olivia Wilde broke up with her partner of 7 years - Jason Sudeikis.