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Harry Styles, the British heartthrob and former One Direction member turned solo artist, has captured the hearts of millions with his charm, talent, and distinctive style. Over the years, fans have followed his career closely, but perhaps nothing has piqued their interest more than his dating life.
From high-profile romances to rumored flings, Styles has kept the tabloids buzzing. Let’s take a stroll down memory lane and explore the complete timeline of Harry Styles’ dating history.
Felicity Skinner
2009
Another old photo for you all to chew on. pic.twitter.com/kN2N7jLgnA
— Felicity Skinner (@FeIicitySkinner) September 7, 2013
Starting in his teenage years, Harry Styles dated Felicity Skinner, courtesy of a mutual friend. These two teenagers embarked on a romantic journey, even though they resided in separate cities. Their relationship endured for nearly a year before gradually fading away.
Caroline Flack
2011
Styles’ first publicly known relationship was with Caroline Flack, a British television presenter who was 14 years his senior. The couple met in 2011 when Styles was just 17 years old, and they began dating a few months later. Their relationship sparked controversy due to their age difference, but they remained together for nearly a year before splitting in 2012.
Taylor Swift
2012
Harry Styles and Taylor Swift’s whirlwind romance created headlines worldwide. The two musicians dated briefly in late 2012 and early 2013, producing a few catchy songs rumored to be about their relationship. Their relationship was short-lived, lasting just a few months, but it was one of the most talked-about celebrity relationships of the year. Despite the breakup, they’ve remained friends and supportive of each other’s careers.
Kendall Jenner
2013
Styles’ relationship with reality TV star and supermodel Kendall Jenner was marked by secrecy. The couple were on-and-off for a few years, and were often seen together at public events and parties. Although they never confirmed their romance, paparazzi photos and social media hints led fans to speculate about their relationship.
Nadine Leopold
2014
In 2014, Styles began dating Nadine Leopold, the Australian model. The couple were together for about a year, and were often seen together in Los Angeles and New York City. They split in 2015, but remained on friendly terms.
Tess Ward
2017
In 2017, Styles began dating Tess Ward, the British chef and food blogger. The couple were together for about a year, and were often seen together at restaurants and cafes in London. They split in that year, but remained on friendly terms.
Camille Rowe
2017
In 2017, Styles began dating French-American Victoria’s Secret model Camille Rowe. The couple were often seen together at public events and parties, and Rowe was even included in Styles’ song “Cherry.”
Olivia Wilde
2020
In 2020, Styles began dating Olivia Wilde, the American actress and director. The couple met on the set of the film Don’t Worry Darling, which Wilde was directing and Styles was starring in. They were first seen together in January 2021, and were inseparable ever since.
Styles and Wilde’s relationship has been the subject of much media attention, being photographed together on numerous occasions and seen packing on the PDA. The pair ultimately called it quits in late 2022 due to their differing busy schedules.
