Drake's List of Ex-Girlfriends Is Really, Really Long — Who Is He Dating Now?

Fans of "Falling Back" rapper Drake are constantly wondering who he's dating, and since he has a closet full of Hermès bags for his future wife, the question is not a huge surprise. However, the better question may be: Who hasn't Drake dated?

The child-actor-turned-hip-hop-icon has been rumored to be with several women in the music industry — that is, when he is not busy feuding (Pusha-T, Kanye West, and Meek Mill, we’re looking at you).

One of the biggest rumors regarding Drake’s relationship history has involved his longtime Young Money collaborator Nicki Minaj. However, Nicki quickly shot down all of those whispers in their 2014 song, "Only," where she clarified she had "never f---ed Drake." Ouch!

While Drake and Nicki Minaj shippers are out of luck, Drake dating rumors have made headlines for years and have included Rashida Jones in 2012, Zoë Kravitz in 2013, India Westbrook in 2016, Bria Vinaite in 2017, Lesanik in 2018, and Kylie Jenner in 2019. However, in 2022, it seems as though the Toronto-born artist has a new boo!

Don't worry, we'll break it all down for you below.

First, let's take a trip back to Drake's (real name: Aubrey Graham) teenage years in Toronto. The hitmaker proves that he's always been quite the charmer since his first girlfriend was actress and singer Keisha Chante.

For folks who have been obsessed with Drake from before his rapping days, the Degrassi star was known to be the Canadian singer's main squeeze. And the "Texts Go Green" MC confirmed that fact on day one of OVO Fest on July 29, 2022.

"This next person coming to the stage, I used to get in my mom's car and I used to drive all the way to the west for this one right here, you feel me? So I have to personally introduce her," Drake told attendees. "This is my first girlfriend I ever had in my life. A real legend, somebody I love with all of my heart... Make some noise for Keisha Chante."

Keisha proceeded to come out on stage, give Drake a warm embrace, and perform some of her hit songs. Keisha also took to Instagram to show Drake some love and confirmed that she is the "Kiki" the rapper was referring to on his smash hit "In My Feelings," from his 2018 album "Scorpion."

After Drake and Keisha went their separate ways, the star was linked to a Toronto woman named Nebby, actor Tika Sumpter in 2005, and then to Jade Lee the following year.

Fast forward to 2009, and Drake was connected to Tammy Torres, Blac Chyna, Teyana Taylor, and Vanessa Veasley.

The list goes on with Shanell Woodgett in 2010, DJ Duffey in 2011, and Kyra Chaos, Tyra Banks, Rita Ora, Sophia Marie, and Courtney Janell — all in 2012!

In 2013, he supposedly hooked up with actress Kat Dennings, Miracle Watts, Cyn Santana, Serena Williams, and Tatyana Ali. Whew, we are out of breath. Papa was a rolling stone!

The former Degrassi actor has never hidden his love for Rihanna. Following her split from Chris Brown, Drake and the "Pon De Replay" singer were spotted on a date in 2009.

While the duo dated on and off, they continued to collaborate musically, releasing the hit "What's My Name" in 2010, "Take Care" in 2011, and "Work" in 2016.

By 2017, Drake had moved on with another famous beauty: The one and only Jennifer Lopez. Since then, Drake has continued with his playboy ways, reportedly dating Brittany Renner, Bella Harris, and model Imaan Hammam.

In 2020, it appeared that Drake was single and ready to mingle. Rumors of him and 19-year-old model Bella Harris, who is the daughter of music producer Jimmy Jam Harris, swirled for a bit, but things with the young beauty eventually fizzled out. 

Bella was hardly Drake’s biggest concern, however, as he also revealed that he was the father of a 2-year-old son around that same time!

Drake secretly welcomed his first-born, Adonis, with baby mama Sophie Brussaux in 2018 — and has been focused on co-parenting with the former adult film star ever since.

"You have the biggest heart and that is your greatest gift. It’s impossible to always control your surroundings, but when you shift the focus to how you want to feel, everything will conspire to assist you," he wrote about Adonis on Instagram back in 2020.

After the world got used to the idea of Drake being a papi, the Canadian rapper started a romance with Johanna Leia, the mother of high school basketball star and NBA prospect Amari Bailey. The pair were first spotted in July 2021 on a low-key, yet lavish dinner date. However, it appears that Drake's coupledom with Johanna was short-lived. Radar Online reports that Drake and Johanna went their separate ways in October 2021.

As if Drake's dating history couldn't get any more star-studded, he's long been connected to another starlet, Kim Kardashian. The rumors of them possibly being an item date back to the rapper's 2018 track, “In My Feelings," where he rapped the lyrics, "Kiki, do you love me?" Many of Kimmy's fans know the reality star was given the nickname by her nephew, Mason Disick, when he was a baby. Kim's ex-husband, Kanye West, also implied that they were dating in a March 2025 X (formerly Twitter) post.

"These are the last times I get to diss Drake before the Kim pop out, cause then it looks like I’m hating," Ye said in a post.

Drake and Kim further fanned the rumors that they were dating when they both posted photos of themselves visiting Lake Como, Italy. The Kardashians star posted photos of her time in Italy on Instagram in September 2025. According to a real estate Instagram account, @realestates.tv, Drake was staying at a "luxurious mansion" at the same time, and the mansion appeared to be similar to Kim's.

Despite their similar taste in architecture, neither Drake nor Kim confirmed they were together. However, with Drizzy's track record, anything's possible!