Drake Dating History: Who Has The Rapper Dated?

Drake, the renowned rapper, has been romantically linked to numerous celebrities and models throughout his career. His most notable relationships include Rihanna, Jennifer Lopez, and Kylie Jenner.

Drake’s dating life is often the subject of intense media scrutiny and speculation. However, he has remained relatively private about his relationships, rarely confirming or denying rumors.

1. Rihanna (2009-2016)

Drake and Rihanna’s relationship is one of the most talked-about in the entertainment industry.

The pair first met in 2009 when Rihanna was shooting the video for her hit song “Pon de Replay.” Over the years, they were spotted together at various events, fueling rumors of a romantic connection.

However, they kept their relationship status ambiguous until Rihanna confirmed their romance in 2010.

Their on-again, off-again relationship continued for several years, marked by collaborations on music projects and public appearances. Despite their undeniable chemistry, the couple officially called it quits in 2016.

2. Serena Williams (2015)

In 2015, Drake sparked dating rumors with tennis superstar Serena Williams. The pair were frequently seen together, attending events and cozying up courtside at tennis matches.

Their romance, however, was short-lived, and they eventually went their separate ways later that year.

Despite the breakup, Drake and Williams remained on good terms, maintaining a friendship beyond their brief fling.

3. Jennifer Lopez (2016-2017)

Drake’s relationship with Jennifer Lopez surprised fans when the two were spotted cozying up on social media in late 2016.

The duo shared snapshots of themselves, fueling speculation about their budding romance. They often attended events and spent time with each other’s families.

However, their whirlwind romance ended in early 2017, with conflicting reports about the reason behind their breakup.

4. Bella Hadid (2017)

In 2017, rumors swirled about Drake’s possible romance with supermodel Bella Hadid. The speculation arose after Drake attended Hadid’s 21st birthday party in New York City.

Despite the buzz, neither Drake nor Hadid confirmed the dating rumors, and their alleged relationship remained shrouded in mystery.

Eventually, the rumors fizzled out, and both parties moved on with their respective lives.

5. Sophie Brussaux (2017)

Drake’s relationship with French artist Sophie Brussaux has been a topic of much speculation and intrigue.

Their romance first made headlines in 2017 when Brussaux claimed to be pregnant with Drake’s child.

While Drake initially denied paternity, he later confirmed the news upon the birth of their son, Adonis.

Despite the challenges, Drake has embraced fatherhood and maintains a cordial relationship with Brussaux for the sake of their child.

6. Keshia Chanté (2000s)

Before Drake rose to international fame, he reportedly dated Canadian singer-songwriter Keshia Chanté during their teenage years.

Their relationship, which predates Drake’s mainstream success, has been kept relatively low-key, with few details publicly disclosed.

7. Tyra Banks (2016)

In 2016, Drake was linked to supermodel and television personality Tyra Banks. The rumors emerged after the two were spotted spending time together at various events and social gatherings.

However, neither party confirmed the relationship, and it is unclear how long their alleged romance lasted.

8. Hailey Baldwin (2016)

Drake briefly sparked dating rumors with model Hailey Baldwin in 2016. The speculation arose after they were photographed at Drake’s Memorial Day party in Los Angeles.

However, neither Drake nor Baldwin addressed the rumors publicly, leaving the nature of their relationship open to interpretation.

9. Zoe Kravitz (2013)

Drake’s connection with actress and singer Zoe Kravitz dates back to 2013 when they were spotted getting cozy at a Beyoncé concert in Brooklyn.

While their romance was never officially confirmed, the duo’s flirtatious interactions and public outings fueled speculation about a potential relationship.

10. India Love (2016)

In 2016, Drake was linked to reality television star India Love. The rumors surfaced after Drake posted a photo on Instagram cuddling with India Love, sparking speculation about their relationship status.

However, their alleged romance was short-lived, and neither party provided further details about their connection.

11. Bernice Burgos (2017)

In 2017, Drake was romantically linked to model and entrepreneur Bernice Burgos. The rumors surfaced after they were spotted together at various events and clubs.

However, neither Drake nor Burgos confirmed the nature of their relationship, leaving fans to speculate about the extent of their connection.

12. Imaan Hammam (2020)

In 2020, Drake sparked dating rumors with Dutch model Imaan Hammam. The speculation arose after they enjoyed dinner together in New York City.

Despite the paparazzi photos capturing their outing, neither Drake nor Hammam addressed the rumors publicly, leaving the status of their relationship unclear.

13. Kylie Jenner (2019-2020)

Drake’s friendship with reality TV star Kylie Jenner reportedly evolved into a brief romantic fling in 2019 and 2020.

The rumors intensified after they were spotted together at various events and gatherings. However, neither party confirmed the nature of their relationship, and the rumors eventually subsided without further clarification.

14. Johanna Leia (2021)

In 2021, Drake was linked to model and basketball player Amari Bailey’s mother, Johanna Leia. The rumors emerged after Drake attended one of Bailey’s basketball games and was seen interacting with Leia.

Despite the speculation, neither Drake nor Leia publicly addressed the nature of their connection.

15. Amber Rose (2010)

Drake briefly dated model and actress Amber Rose in 2010. Their romance was relatively short-lived and kept under wraps, with few details publicly disclosed about their relationship.

16. Dollicia Bryan (2011)

In 2011, Drake was romantically linked to model Dollicia Bryan. The two were spotted together at various events and photographed displaying affection.

However, their relationship was relatively short-lived, and they eventually went their separate ways.

17. Nebby (2008-2009)

Before Drake rose to fame, he was in a relationship with a woman known as Nebby. Their relationship was the subject of several of Drake’s early songs, including “Best I Ever Had” and “Look What You’ve Done.”

While their relationship history remains somewhat elusive, it ended when Drake gained mainstream success.

Camila Cabello (2023)

Speculation about a possible romance between the former Fifth Harmony member and Drake began when they were seen having a lively conversation during a vacation in Turks and Caicos in December 2023. Videos of Cabello and the ‘You Broke My Heart’ rapper engaged in animated discussions circulated widely, showing them laughing together on a boat near the relaxed Noah’s Ark Beach Club.

There were also sightings of the pair riding separate jet skis, adding to the speculation. Despite the numerous sightings and viral clips, neither artist has shared details about their time on social media.

Additionally, neither has confirmed nor denied the status of their relationship. Camila and Drake have past relationships, adding to their alleged connection’s intrigue.

Sexyy Red (2023-present)

There are rumors in Tinseltown that American rapper Sexyy Red is currently dating Drake. Speculation began when Drake posted an intimate photo with Red on Instagram in July 2023, sparking interest in their relationship.

The photo showed Drake, 36, kissing the cheek of the 25-year-old rapper Janae Nierah Wherry offstage.

The suggestive gesture and subsequent sightings of the two together hinted at a potential romantic connection.

Adding to the speculation, Red referred to Drake as “her man” in the captions of some images, increasing curiosity among their fans.

The rumors intensified when they were seen posing for more intimate photos during a stop on Drake’s It’s A Blur tour in Inglewood, LA.