Friday 1 July 2022 11:57 PM Taylor Swift's relationship history: From Calvin Harris and Tom Hiddleston to ... trends now

Taylor Swift has reportedly been engaged to her boyfriend of more than five years, Joe Alwyn, for a 'few months.' 

The popstar, 32, began dating the Conversations With Friends star, 31, in late 2016 after they were rumored to have crossed paths at that year's Met Gala in New York City. 

And now The Sun claims that the singer has been wearing an engagement ring 'behind closed doors' and that the couple have only informed their close friends of the news. 

However it hasn't been an easy road to love for Taylor, who has had multiple high profile relationships - and break ups - in the spotlight, including with her most serious ex-boyfriend, Calvin Harris. 

From a fling with Harry Styles to her first boyfriend Joe Jonas, here FEMAIL reveals Taylor's path to a fairytale ending.... 

July- October 2008: JOE JONAS 

Taylor dated Joe in the early days of her singing career back in 2008, but sadly split after only a few months together.

The singer revealed that she was dumped over 'phone call' and their relationship was inspiration for the star's much-loved album Fearless.

The Grammy-winning songstress then went onto slam Joe during an appearance on The Ellen Show, saying: 'There's one (song) that's about that guy, but that guy's not in my life anymore, unfortunately. That's ouch.

'We haven't talked since, but you know what, some day I'm gonna find someone really really great who's right for me.'

'When I look at that person, I'm not even going to remember the boy who broke up with me over the phone in 25 seconds when I was 18.'

But in 2015, Joe revealed he harboured no bad blood with Taylor during an interview with Access Hollywood, admitting that having a song written about you goes with the territory of dating a musician.

And in 2021, Taylor hinted that she and Jonas were back on civil terms during another appearance on Ellen's Burning Questions segment.

The star was asked what the most rebellious thing she did as a teenager was, which caused Taylor to laugh.

'Probably when I like put Joe Jonas on blast on your show,' she began. 'That was too much, that was too much.'

Meanwhile last year, Taylor put out previously unreleased track Mr. Perfectly Fine which is believed to be about ex Joe.  

It's about a guy who broke Taylor's heart and moved on without issue while she picked up the emotional pieces - very of-the-moment for 2008 Taylor who was still in her teens.

'Hello, Mr. Perfectly fine / How's your heart after breaking mine?/ Mr. always at the right place at the right time, baby / Hello, Mr. casually cruel / Mr. everything revolves around you / I've been Miss misery since your goodbye / And you're Mr. perfectly fine,' Taylor croons.

Many Swifties believe that the track released from the 'vault' is indeed about Joe as Taylor previously admitted to writing Fearless song Forever And Always about her relationship with Jonas and that since Mr. Perfectly Fine did not make the cut of the 2008 album it was likely written at the same time. 

However Swift has not confirmed whether the track about a long lost love who 'looked me in the eye and told me you would never go away' is indeed about The Jonas Brothers member.

Things seem to be all good between the duo as Swift had mentioned in her 2020 song Invisible String that she had sent Joe and his new wife Sophie Turner a present for their baby girl, Willa, who was born last July. 

November 2009 - February 2010: JOHN MAYER 

John Mayer reportedly dated Taylor from December 2009 through February 2010 when he was 31 and she was 19.

They originally met when she collaborated on his song Half of My Heart. 

The romance seemingly ended on bad terms based on her scathing song Dear John which many people believe is about him. 

The name of the song as well as lyrics recalling her age (19) at the time of the romance appear to lead to the conclusion that is is fact about John and their rocky but brief romance, although the songstress never confirmed it was about him. 

The timing of the song also confirms its about John: She released the song in October 2010 on her Speak Now album, eight months after their reported split.

The tune gave insight on how Taylor and John's reported romance went wrong, with the singer singing in tune: 'Dear John, I see it all now that you're gone/ Don't you think I was too young to be messed with / The girl in the dress cried the whole way home.'

She also wrote the lyrics: 'Well maybe it's me / And my blind optimism to blame / Or maybe it's you and your sick need / To give love and take it away.

'Dear John, I see it all now, it was wrong / Don't you think nineteen's too young / To be played by your dark, twisted games.'

He added more fuel to the fire two years after the songs release when he told Rolling Stone magazine that he felt 'really humiliated' about the song, which 'made' him 'feel terrible.'

He said to the outlet in the 2012 interview: 'Because I didn't deserve it. I'm pretty good at taking accountability now, and I never did anything to deserve that. It was a really lousy thing for her to do.'

He said at the time that he didn't know how she felt until after the song was released: 'I never got an email. I never got a phone call. I was really caught off-guard, and it really humiliated me at a time when I'd already been dressed down. I mean, how would you feel if, at the lowest you've ever been, someone kicked you even lower?'

He also took a swipe at Taylor's songwriting in the candid interview: 'I will say as a songwriter that I think it's kind of cheap songwriting. I know she 's the biggest thing in the world, and I'm not trying to sink anybody's ship, but I think it's abusing your talent to rub your hands together and go, "Wait till he gets a load of this!" That's bull***t.'

After his pointed words, Taylor was asked her thoughts about what he told Rolling Stone.

She told Glamour magazine: 'How presumptuous! I never disclose who my songs are about. I know it wasn't good, so I don't want to know. I put a high priority on staying happy, and I know what I can't handle,' via MTV.

She continued: 'It's not that I'm this egomaniac and I don't want to hear anything negative, because I do keep myself in check. 

'But I've never developed that thick a skin. So I just kind of live a life, and I let all the gossip live somewhere else. If you go too far down the rabbit hole of what people think about you, it can change everything about who you are.'

October - December 2010: JAKE GYYLLENHAAL

Swift and Gyllenhaal made headlines when they dated for just three months in the fall of 2010, when he was 29 and she was 20.

Sources told tabloids at the time that it was 'serious,' and they were even spotted together over Thanksgiving weekend.

Nearly two years after they split, Swift released Red, which included track number five, All Too Well, with allusions to the actor.

In the original lyrics, Swift sings about taking a trip upstate with her romantic partner, leaving her scarf at his sister's house, dancing in the kitchen, and falling in love before it all ended.

She later teased on numerous occasions that the song as she originally wrote it lasted about ten minutes, but verses were cut for time.

Gyllenhaal, though, denied knowing anything about being featured on her album.

'Do I [have a song]? I don't know,' he told Howard Stern in 2015.

The song would have firmly been in Swift's past had it not been for the drama with her masters. In 2009, after Scooter Braun purchased her masters, Swift accused him of exerting 'tyrannical control' over her music, and the two had a bitter feud in the press.

At the urging of fans, Swift began rerecording all of the songs for which he owned the masters, which she has started to release — including several never-before-released tracks on each one.

She released a 10-minute long, deeply personal version of All Too Well, which offered added new dramatic details in recounting their romance, singing that she was in 'hell' and felt 'shame.'

Most damning, though were revelations that Gyllenhaal told Swift the problem was their age difference.

'You said if we had been closer in age maybe it would have been fine / And that made me want to die,' she sings.

'The idea you had of me, who was she? A never-needy, ever-lovely jewel whose shine reflects on you / Not weeping in a party bathroom /Some actress asking me what happened, you / That's what happened, you.'

Later, she quips: 'And I was never good at telling jokes, but the

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