The Weeknd dating history: from Bella Hadid to Selena Gomez

4 February 2022, 16:43 | Updated: 22 March 2022, 10:08

The Weeknd dating history: from Bella Hadid to Selena Gomez.
The Weeknd dating history: from Bella Hadid to Selena Gomez. Picture: Getty

Who is The Weeknd dating? Who are his ex-girlfriends and is he currently dating anyone?

The Weeknd is currently thought to be single (although those Angelina Jolie dating rumours have been heavily swirling), but he has been in two very public relationships since he sky-rocketed to fame.

The 'Blinding Lights' singer has dated supermodel Bella Hadid and singer and actress Selena Gomez, but has also been linked to a few other ladies in the past.

In case you missed it, here's a comprehensive list of The Weeknd's dating history, from his ex-girlfriends to rumoured flings and more.

  1. Simi Khadra

    Simi Khadra was first linked to The Weeknd in 2021.
    Simi Khadra was first linked to The Weeknd in 2021. Picture: Getty

    After being first linked in April 2021, The Weeknd was once again rumoured to have romanced DJ and socialite Simi Khadra in early 2022.

    Simi is close friends with model Bella Hadid, who famously dated The Weeknd - real name Abel Tesfaye - for four years on and off until August 2019.

    Simi and the singer were seen enjoying dinner at Sunset Tower in West Hollywood in February 2022, following reports that Bella had unfollowed both Abel and Simi on Instagram.

    Both Abel and Simi are yet to comment on the reports.

  2. Angelina Jolie

    The Weeknd and Angelina Jolie have been romantically linked after a number of alleged dates.
    The Weeknd and Angelina Jolie have been romantically linked after a number of alleged dates. Picture: Getty

    In July 2021, the Weeknd and Angelina Jolie sparked dating rumours after they were spotted enjoying a cozy dinner together in Los Angeles.

    The pair were spotted leaving Giorgio Baldi in Santa Monica moments apart from one another. They were spotted again weeks later on another 'secret date' at a concert in LA.

    The Weeknd's ex-girlfriend Selena Gomez once crossed paths with Angelina's ex-husband Brad, back in 2016, while they were still married. 

    That same year, The Weeknd released his hit song 'Party Monster' that featured a reference to both Angelina and Selena.

    He sung the lyrics, "Angelina, lips like Angelina / Like Selena, a** shaped like Selena."

    Then, in his 2016 hit single 'Starboy', he referenced Pitt, singing, "Let a n**** Brad Pitt, legend of the fall took the year like a bandit."

    A source told The Sun, that Angelina Jolie took son Pax, 17, to meet The Weeknd on her recent family trip to New York before their alleged date night.

    In September 2021, the rumoured couple revisited Giorgio Baldi, but, this time, they exited the eatery together, with Angelina leaving with The Weeknd in his SUV car.

  3. Bella Hadid

    The Weeknd and Bella Hadid dated on and off from 2015 to 2019.
    The Weeknd and Bella Hadid dated on and off from 2015 to 2019. Picture: Getty

    The Weeknd famously dated supermodel Bella Hadid from 2015 until 2019 during an on-off relationship, splitting up and getting back together multiple times.

    The couple first met when The Weeknd asked Hadid to feature on the artwork for his album Beauty Behind the Madness.

    They began dating in early 2015 and were first spotted together at Coachella that year. That December, Bella starred in the music video for The Weeknd's song 'In The Night'.

    They first split in November 2016 due to their conflicting schedules. A month after their split, Bella walked in the Victoria's Secret Fashion Show where The Weeknd was performing.

    "This is his second year performing, and I think he's going to kill it," Hadid told E! News, "There is no awkwardness. He is my best friend, and I am excited because I am walking during his performance."

    In January 2017, The Weeknd began dating Selena Gomez, before they split that September.

    Bella and The Weeknd rekindled their romance in May 2018, before splitting up once again in August 2019.

  4. Selena Gomez

    The Weeknd dated Selena Gomez in 2017.
    The Weeknd dated Selena Gomez in 2017. Picture: Getty

    Two months after his first split from Bella Hadid, The Weeknd began dating former Disney star Selena Gomez in January 2017.

    The pair were pictured getting close at Coachella that April and made their red carpet debut at the Met Gala in May. They moved in together in September in Greenwich Village, New York, but split up a month later.

    The Weeknd is thought to have heavily referenced his relationship with Gomez in his 2018 EP My Dear Melancholy.

  5. Rosalía

    The Weeknd and Rosalía were linked after collaborating on his 'Blinding Lights' remix.
    The Weeknd and Rosalía were linked after collaborating on his 'Blinding Lights' remix. Picture: XO/Republic

    The Weeknd was romantically linked to Spanish singer-songwriter Rosalía towards the end of 2020 after she featured on the remix of his hit single ‘Blinding Lights’.

    Rumours of romance began flying after the pair got up-close and personal in the promotional shots for the single, as well as the artwork.

    However, neither party have commented on the rumours and it's thought that the pair are just friends and collaborators.

  6. Chantel Jeffries

    The Weeknd was reportedly 'casually dating' Chantel Jeffries in 2018.
    The Weeknd was reportedly 'casually dating' Chantel Jeffries in 2018. Picture: Getty

    The Weeknd was spotted with his arm around model and DJ Chantel Jeffries at Coachella in 2018, shortly before he got back together with Bella Hadid.

    While it's unclear whether or not things were romantic between Jeffries and The Weeknd, they do have one thing in common - Justin Bieber.

    Jeffries dated Bieber back in 2014, while The Weeknd previously dated Bieber's ex-girlfriend Selena Gomez back in 2017.

  7. Yovanna Ventura

    The Weeknd was spotted with Yovanna Ventura in 2017, shortly after his split with Selena Gomez.
    The Weeknd was spotted with Yovanna Ventura in 2017, shortly after his split with Selena Gomez. Picture: Getty

    The Weeknd was reportedly spotted holding hands with model Yovanna Ventura in November 2017, shortly after his split with Selena Gomez.

    'The Weeknd was there hand in hand with Yovanna Ventura all night,' a source told the Us Weekly at the time. 'They arrived together. They were holding hands. He was there for a solid two hours with her and everywhere they went they held hands.'

    It's unclear how serious things got between the pair. Funnily enough, Justin Bieber was also rumoured to have dated Ventura in the past.

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