A look back at Rita Ora’s dating history: Singer was romanced by Calvin Harris and Andrew Garfield

Rita Ora is reportedly set to wed her boyfriend Taika Waititi after they almost simultaneously popped the question.

It is understood that Rita, 31, who is working on several films and The Voice Australia, and Taika, 46, who is planning a string of movies, hope to tie the knot once their work commitments have wrapped up. 

Now that she’s set to be off the market, MailOnline has taken a look back at the singer’s eclectic dating history, with her former flames including the likes of Calvin Harris, Rob Kardashian and Andrew Garfield.

Past: Rita Ora, who is reportedly set to marry Taika Waititi, has had a string of memorable romances, including one with Calvin Harris from 2013 to 2014 (pictured together in 2014) 

Before either of them shot to fame Rita dated fellow singer Bruno Mars from 2009 to 2011, starting at the age of 18.

She previously said: ‘It was love at first sight. We met in 2009. I was 18 and starting out at Roc Nation. Bruno was unknown back then too. 

‘He was a struggling songwriter hired to write songs for me. I thought: “Wow, that’s just the world’s greatest guy!”‘

However, as the demands around their burgeoning music careers grew, Rita told how the couple eventually decided to part ways. 

Couple: It is understood that Rita, who is working on several films and The Voice Australia, and Taika, who is planning a string of movies, hope to tie the knot once their work commitments have wrapped up (pictured in March 2022) 

She said: ‘Our time together was wonderful. But once we got famous, work got in the way. We ended it last year. But we remained close. And when we were together we were so happy.’ 

Rita moved on the following year when she had a brief fling with Rob Kardashian, beginning in October 2012.

The couple only dated for two months though due to her ‘hectic work schedule’ and their incompatible lifestyles.

In later interviews, Rita would admit to forgetting she ever dated Rob as the romance was so brief.

Back in the day: Before either of them shot to fame Rita dated fellow singer Bruno Mars from 2009 to 2011, starting at the age of 18 (pictured together in 2011) 

She told The Sunday Times: ‘It was very short-lived. I was so young. It was great. It was fun. It was very, very fun, I guess. That’s all I remember.’ 

Rita and Calvin Harris were then linked in Spring 2013, with the pair dating for about a year.

The DJ and Rita had a romantic and professional relationship, collaborating on Rita’s number one smash hit I Will Never Let You Down. 

Rita is said to have been left rather red-faced after learning that her relationship was over via Twitter.

The Scottish DJ took to the social networking site to announce the couple’s year-long romance was over, but it was claimed the I Will Never Let You Down hitmaker was unaware her beau was going to release the statement.

Fling: Rita moved on the following year when she had a brief fling with Rob Kardashian, beginning in October 2012 (Rob pictured in 2016)

Rita and Tommy Hilfiger’s son, Ricky Hil, confirmed their relationship in August 2014, only to split after 14 months of the on/off romance. 

A source told MailOnline at the time: ‘Rita and Ricky have split for good this time. It is amicable between the two and they both made the decision to call it a day due to their work schedules.

‘They’ve been on and off for a while. He’s based in LA and she’s based in London. Now that she’s doing The X Factor and has her new album here, she will be here for the rest of the year. But he has commitments to his music career and fashion line overseas, too.’

Rita then had a brief fling with A$AP Rocky, with the rapper sparking controversy when he included explicit lyrics about his rumoured ex in his single Better Things.

ASAP – whose real name is Rakim Mayers – later admitted his comments about Rita were ‘tasteless’. 

Ex: Rita and Tommy Hilfiger’s son, Ricky Hil, confirmed their relationship in August 2014, only to split after 14 months of the on/off romance (pictured in 2014) 

Rita also responded to his comments, saying in a radio interview: I’m not looking at it like ‘you’re upsetting me’ because I don’t actually give a s**t.

‘I care about my business more than anything, so I actually don’t care. But I don’t want people to think it’s okay to speak about women like that. That’s it.’ 

That same year, Rita had a month-long fling with Kourtney Kardashian’s now husband Travis Barker in the Autumn of 2015. 

It’s rumoured that Travis put the breaks on the romance due to not wanting to be in a ‘serious relationship’. 

In 2016, Rita enjoyed a year-long romance with fellow musician Andrew Watt before splitting, with the star revealing her single status during an appearance on the Jonathan Ross Show. 

Past: Rita then had a brief fling with A$AP Rocky, with the rapper sparking controversy when he included explicit lyrics about his rumoured ex in his single Better Things (A$AP pictured with Rihanna in February 2022) 

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They were later said to have briefly rekindled their romance in 2019 but split again soon after.

In 2018, Rita had a four-month fling with Hollywood actor Andrew Garfield before Andrew called time on their fling for a ‘more private life.’

A source told The Sun: ‘Rita is cut up about the whole situation. Andrew split up with her recently and it’s been hard going as they had spent a lot of time together. 

‘They spent Christmas together and she thought things were going well between them. Her career is going from strength to strength and lives her life in the spotlight but he told her he wanted to lead a more private life. 

Date: That same year, Rita had a month-long fling with Kourtney Kardashian’s now husband Travis Barker in the Autumn of 2015

‘Rita had tried to do that and had kept their romance off social media but things didn’t work out.’

The singer has been in a relationship with film director Taika since March 2021 after they met in Australia where she is working on the Down Under version of The Voice.

The pair were said to be moving so fast in their relationship they started discussing marriage within months, a source told New Idea. 

A source added to The Sun: ‘This isn’t about them doing a big showy thing and crowing about it beforehand. It’s just about them being in love and deciding the time is right to formalise their relationship. They couldn’t be happier. 

Cosy: In 2016, Rita enjoyed a year-long romance with fellow musician Andrew Watt before splitting (pictured in 2018) 

‘They didn’t do a whole, “Will you marry me?” thing and an Instagram post.

‘There’s no ring or big build-up. They just got closer and closer and eventually said to each other almost simultaneously, “I want to marry you.”‘ 

The pal added that there are ‘a few details to iron out’ but the nuptials are ‘coming soon’. 

MailOnline has contacted representatives for Rita and Taika for comment.  

Star: In 2018, Rita had a four-month fling with Hollywood actor Andrew Garfield before Andrew called time on their fling for a ‘more private life’ (pictured in June 2022) 

RITA ORA’S ROMANCE HISTORY

BRUNO MARS 2009 – 2011

Before either of them shot to fame Rita dated Bruno Mars at the age of 18, later saying: ‘It was love at first sight.’ 

‘We met in 2009. I was 18 and starting out at Roc Nation. Bruno was unknown back then too.

‘He was a struggling songwriter hired to write songs for me. I thought: “Wow, that’s just the world’s greatest guy!”‘

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ROB KARDASHIAN 2012

The singer dated reality star Rob for two months from October 2012 before ending their brief romance due to her ‘hectic work schedule’ and their incompatible lifestyles.

And she admits to forgetting she even dated the sock designer because the fleeting relationship was ‘very short-lived’.

The end of their brief romance coincided with a series of bitter social medial posts from Rob, who indirectly suggested the singer had cheated on him numerous times during their relationship.

Rita and Calvin Harris 

CALVIN HARRIS 2013 – 2014

Calvin and Rita were linked in Spring 2013 with the pair dating for about a year.

The DJ and Rita had a romantic and professional relationship, collaborating on Rita’s number one smash hit I Will Never Let You Down.

Rita is said to have been left rather red-faced after learning that her relationship was over via Twitter.

The Scottish DJ took to the social networking site to announce the couple’s year-long romance was over, but it was claimed the I Will Never Let You Down hitmaker was unaware her beau was going to release the statement.

RICKY HIL 2014  – 2015

Rita and Tommy Hilfiger’s son, Ricky Hil, confirmed their relationship in August 2014, only to split after 14 months of the on/off romance.

A$AP ROCKY 2015

Rocky had a fling with Rita in 2015. The rapper later sparked controversy when he included explicit lyrics about his rumoured ex in his single Better Things.

ASAP – whose real name is Rakim Mayers – later admitted his comments about Rita were ‘tasteless’.

TRAVIS BARKER 2015

Rita had a month-long fling with Kourtney Kardashian’s now husband in the Autumn of 2015. It’s rumoured that Travis put the breaks on the romance due to not wanting to be in a ‘serious relationship’. 

Rita and Andrew Watt 

ANDREW WATT 2016 – 2017

Rita enjoyed a year-long romance with fellow musician Andrew in 2016, before splitting, with the star revealing her single status during an appearance on the Jonathan Ross Show. 

ANDREW GARFIELD 2018

The singer and the Hollywood actor had a steamy four month fling before Andrew called time on their fling for a ‘more private life’, with Rita returning to Watt for a brief reconciliation after the Garfield split.

TAIKA WAITITI 2020 – PRESENT 

The couple began dating in March 2021 after meeting in Australia, ands were said to be moving so fast in their relationship they started discussing marriage within months, a source told New Idea.