Entertainment, Harry Styles relationship timeline From Taylor Swift to Olivia Wilde and Emily Ratajkowski, Harry Styles is back on the market but for how long? Picture Rex Shutterstock, by Press24 Uk, where many people are interested in watching and following the news,Harry Styles relationship timeline: From Taylor Swift to Olivia Wilde and Emily Ratajkowski, and now to the details.
Harry Styles relationship timeline: From Taylor Swift to...
Harry Styles is back on the market but for how long? (Picture: Rex/Shutterstock)
As one of our generation’s undisputed heartthrobs, Harry Styles’s relationship status is unsurprisingly a hot topic of conversation – especially following his public split from girlfriend Olivia Wilde.
However, it seems the Watermelon Sugar singer has recovered post-breakup and is ready to mingle once more.
The 29-year-old sparked fresh romance rumours after he was spotted sharing a passionate kiss with model Emily Ratajkowski, 31.
In a video obtained by MailOnline, the superstar was captured getting cosy with the beauty on the streets of Tokyo.
Before more rumours hit the airwaves, here’s a look back at all the leading ladies Harry’s been falling for over the years…
Caroline FlackHarry and Caroline dated as he was rising to fame (Picture: Getty Images)
Caroline and Harry first crossed paths when he and other members of One Direction were on X Factor in 2011.
Their relationship, which lasted several months, was widely scrutinised owing to their 15 year age gap.
At the time, he was 17 and she was 32.
Harry was then linked to model US Emma Ostilly in 2012, who he was snapped kissing on a night out in 2012, although he denied rumours they were dating.
Taylor SwiftSome of Taylor’s songs were thought to have been about the singer (Picture: GC Images)
Then, of course, there was Taylor Swift, who he was linked to for a few months between 2012 and 2013.
Taylor’s song Out Of The Woods and One Direction’s hit Perfect were apparently inspired by the relationship – although the pair never concretely confirmed these rumours.
Kendall JennerHarry and Kendall were on-again off-again (Picture: Getty Images)
Hazza’s also been linked to Kendall Jenner, with rumours that the pair were dating first starting up in late 2013.
They were snapped enjoying a string of dates in New York, LA and London, but their brief romance reportedly ended after just three months.
In December 2019, the rumours ramped up again when the pair flirted during an appearance on The Late Late Show.
Caitlyn Jenner confirmed the pair had dated in 2020 but didn’t go into specifics about when, or why they parted ways.
Camille RoweThe star was linked with the model in 2018 (Picture: Getty Images)
Harry then dated Victoria’s Secret model Camille Rowe for just over a year, before they split in July 2018.
Fans were convinced his 2019 song Cherry features a voicemail message from Camille.
Olivia WildeThe couple split late last year (Picture: GC Images)
Fans were more than surprised when the former One Direction singer was spotted hand in hand with the actress and director Olivia Wilde, 39.
The pair were first seen at a friend’s wedding in January 2021.
Spending almost two years together, the famous faces put on a romantic display all over the world as Harry took his music on tour.
However, they called it quits in November of last year and a source told People: ‘He’s still touring and is now going abroad. She is focusing on her kids and her work in LA. It’s a very amicable decision.’
Emily RatajkowskiThe singer was snapped locking lips with the model (Picture: EPA)
Just four months after he split from Olivia, the singer was filmed sharing a sloppy snog with model and actress Emily.
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The duo were locking lips on the busy streets of Tokyo.
Right now, it seems Mr Styles is officially holding on to his single card but watch this space!
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