20+ Women: A Deep Dive Into Drake's Complete Dating History And His Most Recent 2024 Rumors

The dating history of Aubrey "Drake" Graham is arguably as famous and scrutinized as his multi-platinum discography. As of December 2025, the Canadian superstar continues to be the subject of intense media speculation, with every public outing and lyric dissected for clues about his current romantic entanglement. His love life is a complex web of high-profile celebrity romances, long-term muses, and short-lived flings, all of which have fueled his music and cemented his status as one of hip-hop’s most emotionally candid artists. This in-depth article dives into the complete and updated timeline of Drake’s romantic pursuits, from his early days on *Degrassi: The Next Generation* to his most recent rumored connections in 2024. We will explore the confirmed relationships, the persistent rumors, the women who have inspired his biggest hits, and the current state of his love life, including the recent attention brought by the Kendrick Lamar diss tracks that briefly reignited interest in his past.

Aubrey Drake Graham: Biography and Profile

Before becoming a global music icon, Aubrey Drake Graham was a child actor whose personal life has always been in the spotlight. His biography provides the essential context for understanding the man behind the music.

• Full Name: Aubrey Drake Graham
• Date of Birth: October 24, 1986
• Place of Birth: Toronto, Ontario, Canada
• Occupation: Rapper, Singer, Songwriter, Actor, Entrepreneur
• Career Start: Gained fame as an actor playing Jimmy Brooks on the Canadian teen drama *Degrassi: The Next Generation* from 2001 to 2008.
• Music Debut: Released his debut mixtape, *Room for Improvement*, in 2006.
• Breakthrough Album: *Thank Me Later* (2010)
• Record Label: OVO Sound (October's Very Own)
• Child: Adonis Graham (born October 11, 2017) with Sophie Brussaux.
• Key Albums: *Take Care*, *Views*, *Scorpion*, *Certified Lover Boy*.

The High-Profile Muses: Confirmed Relationships and On-Again-Off-Again Romances

Drake’s most famous relationships are often with fellow A-list celebrities, creating headline-making sagas that have defined his public image. These women are frequently referenced in his lyrics, becoming the legendary "muses" of his discography.

Rihanna: The Defining Romance (2009–2016)

The relationship between Drake and Rihanna is arguably the most famous and complex on his timeline. Their connection began around 2009, shortly after Rihanna’s split from Chris Brown, and evolved into an on-again, off-again dynamic that spanned nearly a decade.

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Drake famously confessed his love for her at the 2016 MTV Video Music Awards while presenting her with the Michael Jackson Video Vanguard Award, stating he had been "in love with her since I was 22 years old." Their collaborations, including "Take Care," "Work," and "What's My Name?," are iconic. Despite the public displays of affection and musical chemistry, they never formalized the relationship, eventually moving on to other partners, though the public fascination with their bond endures.

Serena Williams: The Quiet Rumor (2011–2015)

Drake and tennis legend Serena Williams sparked persistent dating rumors between 2011 and 2015. Drake was often spotted at her tennis matches, and he referenced her in his music, most notably in his song "Worst Behavior." While their romance was never officially confirmed by either party, their close relationship and public appearances together fueled years of speculation before Williams eventually married Alexis Ohanian.

Jennifer Lopez: The Winter Fling (2016–2017)

In the winter of 2016, Drake and Jennifer Lopez (J.Lo) surprised the public by sparking dating rumors. Their alleged relationship was marked by cozy social media photos and a rumored song collaboration. The relationship was short-lived, reportedly ending in early 2017, but it remains one of Drake's most high-profile, albeit brief, celebrity pairings.

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Sophie Brussaux: Mother of His Child

Sophie Brussaux, a French artist and former adult film star, is a pivotal figure in Drake's life as the mother of his son, Adonis Graham. The existence of his child was famously revealed to the world by Pusha T in the 2018 diss track "The Story of Adidon." Drake later confirmed the news on his album *Scorpion*, dedicating the song "March 14" to his son. Though they were never in a romantic relationship, Drake and Brussaux maintain an amicable co-parenting relationship for Adonis.

The New Guard: Recent Rumors and Casual Flings (2020–2024)

In recent years, Drake has maintained a pattern of casual dating, often linked to models, influencers, and fellow artists. His own comments in a deep fake interview in 2022, where he suggested he dates "four or five women at a time," seem to align with the constant stream of rumors.

SZA: The Confirmed Retrospective

The R&B singer SZA was unexpectedly confirmed to have dated Drake in the past. In his 2020 song "Mr. Right Now" with 21 Savage, Drake rapped, "Said she wanna f—k to some SZA, wait, 'cause I used to date SZA back in '08." SZA later confirmed the relationship, clarifying that it actually happened around 2009, not 2008, when they were both younger and still rising in their careers. This revelation added a surprising layer to his history.

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Julia Fox: The Brief Connection

Before her headline-making relationship with Kanye West, actress Julia Fox was briefly linked to Drake in 2020. Reports indicated that Drake flew her out to his Toronto mansion and showered her with designer gifts. The connection was short-lived, ending before the COVID-19 pandemic restrictions made travel difficult.

Sexyy Red: The 2023 Pairing

In 2023, rumors circulated that Drake was dating fellow rapper Sexyy Red after they were photographed together. Neither artist confirmed or denied the relationship, but the public pairing was his most recent high-profile association at the time, generating significant buzz among hip-hop fans and social media users.

Brooklyn: The Latest 2024 Rumor

The most recent rumor as of March 2024 involved an outing with Brooklyn, the younger sister of Atlanta rapper Latto. Their public appearance together quickly sparked speculation about a new romantic connection, fitting Drake’s pattern of being linked to women in the music industry's orbit. This rumor is characteristic of his current dating life: a public sighting that ignites a brief but intense media cycle.

Other Notable Entities and Rumors

Drake’s reputation as a prolific dater is built on a long list of rumored and confirmed connections that have appeared in the tabloids over the years. These relationships, whether serious or casual, all contribute to the narrative of his perpetually complicated love life:

• Keshia Chanté: Rumored to be his childhood love and muse, with whom he had a romantic relationship before his rise to fame.
• Nicki Minaj: They have a long-standing friendship and professional relationship, with frequent rumors of a romantic connection that have never been confirmed.
• Hailey Bieber (née Baldwin): They were rumored to be dating casually in 2016, with sources indicating Drake was "really into her."
• Zoe Kravitz: The two were rumored to have dated briefly in 2013.
• India Love and Crystal Westbrooks: Drake was linked to both sisters at different times, adding to the complexity of his timeline.
• Malaika Terry, Ravie Loso, and Rosalyn Gold-Owunde: Various models and social media personalities who have been briefly linked to the rapper.

Drake's dating history is a testament to his celebrity status, where every interaction is magnified and turned into a public spectacle. The sheer volume of women he has been linked to—from A-list actresses and singers to models and social media stars—reinforces the image he often projects in his music: a successful, yet perpetually searching, romantic figure. While the list of his former flames and rumored connections continues to grow, his focus remains on his son, Adonis, and his music career, leaving the world to endlessly speculate on who the next muse will be.