HomeCanadian CitiesThe Weeknd’s Dating History: From Bella to Simi Khadra

The Weeknd’s Dating History: From Bella to Simi Khadra

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The Weeknd’s full relationship timeline from Bella Hadid to Simi Khadra and how fame, privacy, and love shaped his quiet path to family dreams.

Global Star, Private Heart

Canadian pop icon The Weeknd, born Abel Tesfaye, has earned global acclaim for his genre-blending hits—but he’s been notably reserved when it comes to romance. Despite several high-profile relationships, the Toronto-born artist has worked to keep his personal life out of the public eye.

Relationships in the Spotlight

Over the past decade, The Weeknd has been linked to top celebrities, including model Bella Hadid and singer-actress Selena Gomez. His relationship with Hadid began in 2015, when the pair were spotted together at Coachella. The couple went public later that year and maintained a high-profile presence at events like the Grammys and Met Gala. After a breakup in 2016 and a brief reconciliation in 2018, they parted ways again in 2019.

Similarly, his relationship with Selena Gomez drew intense media attention. The two began dating in early 2017, making appearances in Italy, Canada, and at the Met Gala. Their romance ended later that year, but Gomez later spoke of the split with mutual respect, calling it “a true friendship.”

Fleeting Connections and Rumors

Between and after his major relationships, The Weeknd was also rumored to be connected with various celebrities. In 2017, he was briefly linked to model Yovanna Ventura. In 2018, he was spotted with DJ Chantel Jeffries at Coachella. Then in 2021, speculation arose about a potential connection with actress Angelina Jolie, after the two were seen dining in Los Angeles. While fans speculated about a romance, neither confirmed any relationship.

A New Chapter with Simi Khadra

Since 2022, The Weeknd has been romantically linked to DJ and model Simi Khadra. First spotted together at his album release party, the pair made headlines again after sharing a kiss at his 32nd birthday celebration in Las Vegas. While initial reports stated that he wasn’t in a committed relationship, the couple has appeared together multiple times, including at the 2023 Cannes Film Festival.

In a recent May 2025 interview, the artist mentioned his “girlfriend” while discussing his film Hurry Up Tomorrow, suggesting the relationship may now be more serious.

Love, Fame, and the Desire for Family

Despite his fame, The Weeknd has shared in past interviews that he values normalcy and quiet moments. He has spoken candidly about the pressures of dating in the public eye and his guilt over unwanted media attention on his partners.

Yet beneath the privacy, he has expressed a desire to build a family. “I eventually want a family. I know I say I don’t, but I know I do,” he shared in a past interview. “I want children. I feel like having children would influence me and inspire me more.”

As The Weeknd continues to evolve as both an artist and actor, his romantic journey reflects a balance between personal growth and life in the limelight—an ongoing effort to live authentically amid global attention.

For continuous coverage and real-time updates, keep following Maple News Wire.  

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