The history of Drake’s romantic relationships: from Keshia Chante to Rihanna
12 february 2025 в 22:13
Drake has been linked romantically with a long list of celebrities. Like Brad Pitt, Drake can’t stand next to a woman without someone connecting them romantically. Since leaving his acting days behind and embracing his hip-hop persona, the man born Aubrey Drake Graham has been romantically linked with various women.
Drake has been romantically linked with Teyana Taylor, Taraji P. Henson, dancer Maliah Michel, Serena Williams, Rita Ora, Sade Santana, Tatiana Ali, Blac Chyna, Bernice Burgos, Amber Rose, Zoe Kravitz, Bella Hadid — just to name a few. According to reports, Drizzy dates a lot, which he joked about in his music video «Falling Back», - where he married around twenty influential personalities (the best man at Drake’s wedding was Tristan Thompson, another person who had his share of romances).
Let’s take a look at Drake’s romantic history when it comes to relationships and girlfriends (and one specific date involving a star from «2 Poor Girls»).
Actress and singer Keshia Chante is the real «Kiki» from the song «In My Feelings», - and she turned out to be Drake’s first girlfriend. Drake confirmed this romance during the OVO festival in 2022. «The next person coming on stage, I used to sit in my mom’s car, and I would drive all the way out west for this girl, you know? So I need to personally introduce her», - Drake told the crowd.
«This is my first girlfriend in my life. A real legend, whom I love with all my heart», - he added. «Make some noise for Keshia Chante».
Keshia paid tribute on the night of July 29 on Instagram. «I've never seen a city come together like this! It was everything. A dream that only [Drake] could make come true. The most sincere and meaningful performance I’ve ever had. Discussing, I love you for life», - she captioned her performance gallery.
Drake and Keshia dated until the mid-2000s. Keshia was the first, but not the last.
One of Drake’s first loves was Jade Lee, the woman who inspired his song «Karaoke». Drake rapped: «Ironically, the girl I want to marry is the wedding planner? / Then she tells me my life is too much and moves to Atlanta / I know they say the first love is the sweetest, but the first cut is the deepest». In 2012, Jade and Drake met again, according to VladTV. Jade posted a photo with him and Drake in Atlanta with the caption: «10 years ago we dreamed of becoming a rapper and an event planner».
Although Drake and Bria Myles dated from 2008 to 2009, she left a mark on him. Drake wrote «Bria's Interlude» on So Far Gone, which he later explained to MTV. «I was infatuated with this girl from Los Angeles, and I started writing a song about her», - he said, according to BET. «A lot of the R&B [I make] is really based on the women who come into my life and inspire me to speak to them in the song and say what I would never express on a simple conversational level».
One thing Drake didn’t acknowledge, but Katia Washington said she and Drake were a couple in the early 2010s. «I was in love. He was in love. I’m talking family dinners, we were riding in the Whole Foods cart, it was regular relationship stuff», - she told Hot 107.9 radio in 2011, according to Vibe. Katia met him on the set of his video «Best I Ever Had», - and sparks flew between them immediately. «We started dating within a month; it happened very quickly», - she said.
«But he started getting too loose», - she said. «He's in the tabloids with [Maliah Michel]. Trips to Jamaica that I wasn’t invited to and never heard about. I’m from South Philly. You know, we don’t tolerate that. He was my man, not someone I was just talking to».
Perhaps the biggest and most significant long-term relationship Drake, the rapper «God's Plan», - first started dating Rihanna in 2009, four years after their first meeting (he was a DJ at a restaurant in Toronto, and she was shooting the video for «Pon de Replay»). The romance faded after that
Drake has been romantically linked with Teyana Taylor, Taraji P. Henson, dancer Maliah Michel, Serena Williams, Rita Ora, Sade Santana, Tatiana Ali, Blac Chyna, Bernice Burgos, Amber Rose, Zoe Kravitz, Bella Hadid — just to name a few. According to reports, Drizzy dates a lot, which he joked about in his music video «Falling Back», - where he married around twenty influential personalities (the best man at Drake’s wedding was Tristan Thompson, another person who had his share of romances).
Let’s take a look at Drake’s romantic history when it comes to relationships and girlfriends (and one specific date involving a star from «2 Poor Girls»).
Actress and singer Keshia Chante is the real «Kiki» from the song «In My Feelings», - and she turned out to be Drake’s first girlfriend. Drake confirmed this romance during the OVO festival in 2022. «The next person coming on stage, I used to sit in my mom’s car, and I would drive all the way out west for this girl, you know? So I need to personally introduce her», - Drake told the crowd.
«This is my first girlfriend in my life. A real legend, whom I love with all my heart», - he added. «Make some noise for Keshia Chante».
Keshia paid tribute on the night of July 29 on Instagram. «I've never seen a city come together like this! It was everything. A dream that only [Drake] could make come true. The most sincere and meaningful performance I’ve ever had. Discussing, I love you for life», - she captioned her performance gallery.
Drake and Keshia dated until the mid-2000s. Keshia was the first, but not the last.
One of Drake’s first loves was Jade Lee, the woman who inspired his song «Karaoke». Drake rapped: «Ironically, the girl I want to marry is the wedding planner? / Then she tells me my life is too much and moves to Atlanta / I know they say the first love is the sweetest, but the first cut is the deepest». In 2012, Jade and Drake met again, according to VladTV. Jade posted a photo with him and Drake in Atlanta with the caption: «10 years ago we dreamed of becoming a rapper and an event planner».
Although Drake and Bria Myles dated from 2008 to 2009, she left a mark on him. Drake wrote «Bria's Interlude» on So Far Gone, which he later explained to MTV. «I was infatuated with this girl from Los Angeles, and I started writing a song about her», - he said, according to BET. «A lot of the R&B [I make] is really based on the women who come into my life and inspire me to speak to them in the song and say what I would never express on a simple conversational level».
One thing Drake didn’t acknowledge, but Katia Washington said she and Drake were a couple in the early 2010s. «I was in love. He was in love. I’m talking family dinners, we were riding in the Whole Foods cart, it was regular relationship stuff», - she told Hot 107.9 radio in 2011, according to Vibe. Katia met him on the set of his video «Best I Ever Had», - and sparks flew between them immediately. «We started dating within a month; it happened very quickly», - she said.
«But he started getting too loose», - she said. «He's in the tabloids with [Maliah Michel]. Trips to Jamaica that I wasn’t invited to and never heard about. I’m from South Philly. You know, we don’t tolerate that. He was my man, not someone I was just talking to».
Perhaps the biggest and most significant long-term relationship Drake, the rapper «God's Plan», - first started dating Rihanna in 2009, four years after their first meeting (he was a DJ at a restaurant in Toronto, and she was shooting the video for «Pon de Replay»). The romance faded after that
© Kolganov Andrey
