Drake’s Ex: A Complete Timeline Of The OG Lover Boy’s Relationships & Who He’s Dating Now
Introduction: The Million-Dollar Question
Who is Drake dating right now? It’s the question that fuels gossip columns, breaks the internet, and has fans endlessly speculating. As one of the biggest music stars on the planet, Aubrey Drake Graham’s love life is a global spectacle, as closely followed as his chart-topping hits. While he famously champions a "proud bachelor" persona, his dating history reads like a who’s who of Hollywood and the fashion world. From iconic pop stars to supermodels, his romantic connections are a constant topic of fascination. This isn't just idle curiosity; it’s a deep dive into the man behind the music, whose lyrics often serve as a direct window into his heartbreaks, celebrations, and complicated connections. So, whether you’re wondering about a potential girlfriend for Wireless 2025 or finally want to put a face to the mysterious "Kiki" from "In My Feelings," we’ve compiled the definitive, chronologically ordered guide to Drake’s exes and his relationship timeline. Get ready for a journey through whispers, confirmations, denials, and the ever-evolving story of hip-hop’s most famous romantic.
Aubrey Drake Graham: A Brief Biography
Before we dive into the relationships, it’s essential to understand the man at the center of it all. Drake transformed from a Canadian teen actor on Degrassi: The Next Generation into a global rap and R&B phenomenon. His music, characterized by its emotional vulnerability and melodic flow, has made him a defining artist of his generation. This very vulnerability is intrinsically linked to his public persona as a lover boy—a persona both embraced and complicated by his real-life romantic saga.
| Personal Detail | Information |
|---|---|
| Full Name | Aubrey Drake Graham |
| Date of Birth | October 24, 1986 |
| Place of Birth | Toronto, Ontario, Canada |
| Profession | Rapper, Singer, Songwriter, Actor, Entrepreneur |
| Net Worth | Estimated $250 Million (varies by source) |
| Children | 1 Son (Adonis Graham, b. 2017) |
| Record Labels | Young Money Entertainment, Cash Money Records, Republic Records |
| Notable Awards | 5 Grammy Awards, 6 American Music Awards, 27 Billboard Music Awards |
The Early Years: From Degrassi to First Love
Keshia Chanté: The Original "Kiki" and High School Sweetheart
Long before the Billboard charts, there was Keshia Chanté. The Canadian singer and TV personality is arguably Drake’s first serious public relationship, dating back to their teenage years in Toronto in the early 2000s. This connection is legendary for one major reason: she is widely believed to be the inspiration for the name "Kiki" in his massive 2018 hit, "In My Feelings." The song’s repetitive, catchy hook—"Kiki, do you love me? Are you riding?"—sparked a global dance challenge and endless fan theories. For years, the identity of "Kiki" was a mystery, but for those in the know about Drake’s past, the answer pointed squarely to Chanté. Their relationship reportedly ended amicably, and both have moved on to other relationships and careers, but she remains a foundational piece of Drake’s dating history.
- Nina Ansaroff Mma Stats And Net Worth
- Penelope Wilton First Husband Who
- Milwaukee Tools Advent Calendar 2024
- Alex Gruszynski The Untold Love Story Of Hollywoods Next Power Couple
The Era of Iconic Flings & High-Profile Romances
As Drake’s star ascended, so did the profile of the women he was linked to. This period is marked by intense media scrutiny, cryptic lyrics, and relationships that often blurred the lines between friendship, romance, and business.
Rihanna: The On-Again, Off-Again Muse
No discussion of Drake’s exes is complete without Rihanna. Their connection is arguably the most significant and enduring of his career, spanning over a decade with multiple reported reunions. Their chemistry was palpable in collaborations like "What's My Name?" and "Work," and Drake’s obsession with her is a recurring theme in his music (most famously on "Take Care" and "Views"). Their relationship status was perpetually "it's complicated," with periods of closeness and long stretches of silence. Rihanna ultimately moved on to a family with A$AP Rocky, but the shadow of their bond remains a cornerstone of pop culture lore.
Jennifer Lopez: The 2016 Blitz
The Drake and J.Lo saga of 2016 was a whirlwind that captivated the world. Photos of them holding hands at a club, rumors of a joint album, and Drake’s apparent tribute to her with a custom "J.Lo" chain made it seem like a serious, fast-moving romance. It all culminated in a reported breakup by early 2017, allegedly due to the age gap and lifestyle differences. Did he really date Jennifer Lopez? Yes, by all public accounts, they did. But like many of his high-speed connections, it burned brightly and faded quickly, leaving behind a trail of memes and one of the most famous "Drake's girlfriend" chapters.
- Does Addison Rae Have A Baby
- Andrea Hannemann Age
- Courtney Kennedy Hill A Life Of Legacy Loss And Resilience In The Kennedy Family
- Holland Taylor Net Worth
Bella Hadid: The Model Phase
Model Bella Hadid and Drake were linked on and off from roughly 2016 to 2018. Their relationship was characterized by low-key hangouts, gym sessions, and a shared social circle. It was during this time that rumors about Drake's potential seriousness swirled, especially as he was seen with her family. Their eventual split was reportedly quiet, but it fueled the narrative of Drake’s pattern of dating the world’s most in-demand models. The question of "what happened with Bella Hadid?" largely remains answered by the natural ebb and flow of his career and personal life—he was often touring, and the timing wasn't right for a permanent commitment.
The Fatherhood Pivot: Sophie Brussaux & Adonis
This chapter marked a profound shift in Drake’s life and public narrative, moving beyond the playboy image.
Sophie Brussaux: Paternity Denial to Acceptance
In 2017, French model and former adult film actress Sophie Brussaux announced she was pregnant with Drake’s child. Drake’s rep initially denied that Sophie Brussaux was carrying his baby, a standard first move in celebrity paternity disputes. However, after a paternity test proved that Drake was indeed the father, the narrative changed completely. Drake initially remained distant but soon began to publicly embrace his role. He referenced his son, Adonis, on his 2018 album Scorpion (on tracks like "March 14" and "Emotionless"), painting a picture of a complicated but ultimately loving relationship with Brussaux focused on co-parenting. Drake started to support his son Adonis openly, sharing photos and dedicating songs to him. This period showed a more mature, grounded side of the rapper, prioritizing his son over his "lover boy" reputation.
The Recent Rumors & Current Speculation (2021-2025)
Drake’s dating life in the 2020s has been a mix of confirmed sightings, persistent rumors, and strategic ambiguity.
Johanna Leia: The Secret Months
Before the dating rumors with Lilah Pi began, Drake was spotted on a date with model and reality TV star Johanna Leia back in July 2021 in Los Angeles. The sighting was low-key, but TMZ reported that she and Drake had been secretly dating for months. Leia, known for her appearance on Love & Hip Hop: Hollywood, brought a different vibe—less international supermodel, more reality TV celebrity. This relationship, like many, seemed to fizzle without much official confirmation, leaving fans to piece together clues from social media and paparazzi photos.
Lilah Pi: The 2022 Model Rumors
In late 2022, Drake was repeatedly linked to model Lilah Pi. They were seen together at various events and on vacation. While never officially confirmed by either party, the consistent paparazzi coverage suggested a serious, if private, fling. This pattern—being seen with a beautiful, often lesser-known model—has become a hallmark of his more recent dating life, suggesting a possible desire for relationships outside the blinding spotlight of the most famous celebrities.
Serena Williams: The "Girlfriend" Misunderstanding
A persistent rumor that surfaces online is about Drake and Serena Williams. The confusion often stems from a playful, platonic friendship they’ve had for years, including Drake attending her tennis matches and her appearing in his "Started From the Bottom" video. Did he really date Serena Williams? There is no credible evidence or report of a romantic relationship. It’s a classic case of a close opposite-sex friendship being misread by fans and tabloids, amplified by their mutual fame. They are, and have always been, just friends.
The Big Question: Who is Drake Dating in 2025 & Wireless Festival?
This brings us to the present and the future. Here's who Drake is dating in 2025—and the honest answer is, it’s officially unconfirmed. Drake has mastered the art of the private relationship, often dating women outside the A-list celebrity stratosphere, which allows for more anonymity. Rumors constantly surface, but he rarely confirms or denies them publicly.
The specific query, "Is the OG lover boy bringing a girl to Wireless 2025?" is a perfect example of fan speculation. Wireless Festival in London is a massive event Drake frequently headlines. The question implies a desire to see him with a new, official partner on stage or in the crowd, signaling a serious relationship. While we cannot predict his plus-one for next summer, his history suggests he may very well be involved with someone, but she will likely remain out of the relentless paparazzi glare unless he chooses to make it public. Entertainment Tonight (ET), as an authoritative source, would be the first to break such a story if it were true and confirmed.
Drake’s Unique Take on Relationships: The Music as a Diary
Drake’s dedication to music seems to be matched with his rising interest in a committed relationship, a theme powerfully explored in his art. His music is a direct line into his romantic psyche. Drake’s music often dives deep into themes of relationships and personal experiences, capturing the emotions of love, heartbreak, and moving on. One striking example is his recent track, where he delivers a poignant shoutout to an ex, reflecting on the complexities of past connections. Songs like "Marvins Room," "Hotline Bling," and "Nice For What" aren't just hits; they are emotional dispatches from his love life. The "Music video by Drake performing Nice For What" is a celebration of female independence, yet the song itself is rumored to be about a specific ex, showcasing how he weaves personal narrative into universal anthems. This lyrical transparency makes his off-stage relationships a subject of intense analysis—fans dissect verses for clues about whoever Drake’s girlfriend is at any given moment.
The Complete Dating History: A List of Drake’s Exes
To synthesize the journey, here’s a list of Drake’s dating history and a timeline of his relationships so far… ex by ex.
- Keshia Chanté (Early 2000s): The high school sweetheart, the original "Kiki."
- Rihanna (2009-2016, with intermittent contact): The muse, the collaborator, the long-term on-again, off-again flame.
- SZA (2016-2017): A brief but talked-about fling with the singer during the Views era.
- Jennifer Lopez (2016-2017): The high-profile, fast-moving romance that made headlines worldwide.
- Bella Hadid (2016-2018): The model phase, marked by low-key outings and paparazzi snaps.
- Sophie Brussaux (2017-Present): The mother of his son, Adonis. Their relationship is now strictly co-parenting.
- Johanna Leia (2021): The secret months-long romance with the reality TV star.
- Lilah Pi (2022): The model rumored to have been a serious girlfriend.
- Various Instagram Models (Ongoing): He has been frequently linked to lesser-known social media models and dancers, like Zmeena (a name that surfaced in rumors), emphasizing his preference for privacy in more recent casual relationships.
Check out Drake’s dating history and a pattern emerges: a tendency to date incredibly famous women early in his superstardom, followed by a more recent inclination toward relationships that can exist somewhat under the radar, all while fatherhood has added a permanent, stabilizing layer to his life.
Conclusion: The Bachelor, the Father, and the Ever-Mysterious Present
So, where does that leave us? Drake is a proud bachelor who has, without a doubt, dated some of the most famous women in the world. His journey from the "Kiki" of his youth to the father of Adonis, and from the Rihanna era to the rumored model girlfriends of today, charts the evolution of a man navigating immense fame while seeking genuine connection. The public topic of interest that is his love life is unlikely to fade. As long as he makes music about love and loss, fans will search the lyrics for clues. Is he bringing a girl to Wireless 2025? Possibly. But the real story isn't about confirming a single rumor; it's about understanding a pattern. Drake’s relationships are a complex tapestry of public spectacle, private yearning, artistic inspiration, and, above all, a man fiercely protective of his own heart—even as he shares its fractures with the entire world. The list of Drake’s exes is long and legendary, but the next chapter, whoever she may be, remains the one everyone is waiting to read.
- Danielle Bernstein Weight Loss
- Kenzo Lee Hounsou Age
- The Pickup Eddie Murphys Heist Comedy And The Multifaceted World Of Pickup Trucks
- Uncle Kracker Net Worth
Drakes Beef Stickers - Find & Share on GIPHY
Drakes Dance Stickers - Find & Share on GIPHY
About – DEREK DRAKES – Medium
