Who dated Drake (entertainer)?

Aubrey Drake Graham (born October 24, 1986) is a Canadian rapper, singer, and actor. Regarded as one of the greatest rappers of all time, he is credited with popularizing R&B sensibilities in hip-hop music. Drake first gained recognition by starring as Jimmy Brooks in the CTV Television Network teen drama series Degrassi: The Next Generation (2001–2008) and began his music career by independently releasing the mixtapes Room for Improvement (2006), Comeback Season (2007), and So Far Gone (2009) before signing with Young Money Entertainment.

Drake's debut album, Thank Me Later (2010), debuted atop the Billboard 200. All of his subsequent studio albums—including Take Care (2011), Nothing Was the Same (2013), Scorpion (2018), Honestly, Nevermind (2022) and For All the Dogs (2023)—also reached number one in the US. His fourth album, Views (2016), led the Billboard 200 for 13 weeks and his sixth album Certified Lover Boy (2021) set the then-record for most US top-ten songs from one album (9). Drake's catalogue of high-charting singles includes "Best I Ever Had", "Find Your Love", "Take Care", "Started from the Bottom", "Hold On, We're Going Home", "Hotline Bling", "One Dance", "Passionfruit", "God's Plan", "Nice for What", "In My Feelings", "Toosie Slide", "Way 2 Sexy", "Fair Trade", "Jimmy Cooks", "Rich Flex", "Slime You Out", "First Person Shooter", "Nokia", and "What Did I Miss?".

As an entrepreneur, Drake founded the OVO Sound record label with longtime collaborator 40 in 2012. In 2013, he became the "global ambassador" of the Toronto Raptors, joining their executive committee and later obtaining naming rights to their practice facility OVO Athletic Centre. In 2016, he began collaborating with Brent Hocking on the bourbon whiskey Virginia Black. Drake heads the OVO fashion label and the Nocta collaboration with Nike, Inc., and founded the production company DreamCrew and the fragrance house Better World. In 2018, he was reportedly responsible for 5% (CAD$440 million) of Toronto's CAD$8.8 billion annual tourism income. Drake has been subject of widespread media coverage due to his popularity, lifestyle, relationships, and feuds, including with Kanye West and Kendrick Lamar: the latter sparked a widely publicized feud in 2024.

Among the world's best-selling music artists, with over 170 million units sold, Drake is ranked as the highest-certified digital singles artist in the United States by the Recording Industry Association of America (RIAA). His accolades consist of 5 Grammy Awards, 6 American Music Awards, 39 Billboard Music Awards, 2 Brit Awards, and 3 Juno Awards. Billboard named him the Artist of the Decade (2010s) and the fourth greatest pop star of the 21st century. He has achieved 14 Billboard 200 number-one albums, a joint-record among soloists, and 13 Billboard Hot 100 number-one singles, a joint-record for a male solo artist. Drake holds further Hot 100 records, including the most top 10 singles (81), the most top 40 singles (217), the most charted songs (359) and the most consecutive weeks on the chart (431). He additionally has the most number-one singles on the R&B/Hip-Hop Airplay, Hot R&B/Hip-Hop Songs, Hot Rap Songs, and Rhythmic Airplay charts.

Keshia Chanté Harper (born June 16, 1988) is a Canadian singer-songwriter, television host, actress, humanitarian, and businesswoman.

Chanté is a seven-time nominee for and the youngest winner of a Juno Award; she has also won five Canadian Urban Music Awards and two Canadian Radio Music Awards. Chanté was awarded a star on the Brampton Arts Walk of Fame for her achievements in Canadian Music and Film. Chanté has had top chart singles on the radio in Canada and Japan, as well as eight Top 10 singles on the radio music charts. She has been awarded multiple SOCAN Awards for her songwriting efforts, while her single Table Dancer being ranked #9 on the Billboard Japan Hot 100.

Chanté has served as an international music judge on The World's Best and hosted Entertainment Tonight Canada. Chanté is currently an International Voter for the Golden Globe Awards.

Chanté has hosted, judged, and appeared on several shows, including the BET Awards, Paramount, Peak of the Week, The Official Big Brother's after show (CBS), Battle of the Blades, The Next Star, Top Chef Canada, Chopped Canada, and Match Game

Chanté has donated and raised money for organizations including WE Charity, Canadian Foundation for AIDS Research, Joyful Heart Foundation, and World Vision International. Chanté also hosted WE Day and is a motivational speaker advocating for Mental Health awareness.

As an actress, Chanté is to star alongside Keri Hilson in the upcoming film FAME: A Temptations Story. Moreover, she has had a recurring guest star roles on TV series Law & Order: Toronto, Blood & Treasure (CBS), Jann, and Private Eyes. In 2022, Chanté launched the luxury hair care brand called KHAIR.

Serena Jameka Williams (born September 26, 1981) is an American former professional tennis player. She was ranked as the world No. 1 in women's singles by the Women's Tennis Association (WTA) for 319 weeks (third-most of all time), and finished as the year-end No. 1 five times. Williams won 73 WTA Tour–level singles titles, including 23 major women's singles titles—the most in the Open Era, and the second-most of all time. She is the only player to accomplish a career Golden Slam in both singles and doubles.

Along with her elder sister Venus, Serena Williams was coached by her parents Oracene Price and Richard Williams. Turning professional in 1995, she won her first major singles title at the 1999 US Open. From the 2002 French Open to the 2003 Australian Open she was dominant, winning all four major singles titles consecutively (each time over Venus in the final) to achieve a non-calendar year Grand Slam (nicknamed the "Serena Slam"). The next few years saw Williams capture two more major singles titles, but suffer from injury and decline in form. Starting in 2007, however, she gradually returned to form despite continued injuries, reclaiming the world No. 1 singles ranking. Beginning with the 2012 Wimbledon Championships, Williams returned to dominance, claiming Olympic gold (completing the career Golden Slam in singles) and winning eight out of thirteen singles majors, including all four in a row from 2014–2015 to achieve a second "Serena Slam". At the 2017 Australian Open, she won her 23rd major singles title, surpassing Steffi Graf's Open Era record. After becoming pregnant, Williams took a break from professional tennis, but reached four major finals upon returning to play. In August 2022, Williams announced her impending "evolution" away from professional tennis, and played her final match at the 2022 US Open.

Williams also won 23 WTA Tour-level doubles titles, including 14 major women’s doubles championships, all with her sister Venus. The pair was undefeated in major doubles finals, earning the best unbeaten record in major finals in any discipline of the sport. The sisters achieved a non-calendar year Grand Slam between the 2009 Wimbledon Championships and the 2010 French Open, which granted them the doubles world No. 1 ranking. Williams won four Olympic gold medals, three in women's doubles—an all-time joint record in tennis, shared with her sister. The duo are the only women in the Open Era to win Olympic gold in both singles and doubles. Williams also won two mixed doubles majors, both in 1998. She is the only player, male or female, to complete three career Golden Slams—one in women's singles and two in women's doubles.

The ascent of the Williams sisters has been credited with ushering in a new era of power and athleticism on the women's professional tennis tour. Serena is the most recent woman to simultaneously hold all four major singles titles (2002–2003 and 2014–2015), and to win the Surface Slam (major titles on hard, clay and grass courts in the same calendar year), which she accomplished in 2015. She is also, with Venus, the most recent player to have simultaneously held all four major women's doubles titles (2009–2010).

Williams was the world's highest paid woman athlete in 2016, earning almost $29 million. She repeated this feat in 2017 when she was the only woman on Forbes' list of the 100 highest-paid athletes, with $27 million in prize money and endorsements. She is the highest-earning woman athlete of all time.

Williams won the Laureus World Sportswoman of the Year a record four times (2003, 2010, 2016, 2018), Comeback of the Year once (2007), and in December 2015 was named Sportsperson of the Year by Sports Illustrated magazine. In 2020, the Tennis Channel ranked Williams as the greatest women’s tennis player of all time. She received the Princess of Asturias Award for Sport in 2025.

Jennifer Lynn Lopez (born July 24, 1969), also known by her nickname J.Lo, is an American singer, songwriter, actress, dancer and businesswoman. Lopez is regarded as one of the most influential entertainers of her time, credited with breaking barriers for Latino Americans in Hollywood and helping propel the Latin pop movement in music. She is also noted for her impact on popular culture through fashion, branding, and shifting mainstream beauty standards.

Lopez began her career as a dancer, making her television debut as a Fly Girl on the sketch comedy series In Living Color in 1991. She rose to fame as an actress, starring as singer Selena in the film of the same name (1997), and established herself as the highest-paid Latin actress, with leading roles in Anaconda (1997) and Out of Sight (1998). Lopez successfully ventured into the music industry with her debut album, On the 6 (1999). In 2001, she became the first woman to simultaneously have a number-one album and a number-one film in the United States, with her second album, J.Lo, and the romantic comedy The Wedding Planner. She has since become known for starring in romantic comedies, including Maid in Manhattan (2002), Shall We Dance? (2004), and Monster-in-Law (2005). Lopez released two albums in 2002: J to tha L–O! The Remixes and This Is Me... Then, the former becoming the first remix album to top the US Billboard 200.

Media scrutiny and the failure of her film Gigli (2003) preceded a career downturn. Her subsequent albums included Rebirth (2005), Como Ama una Mujer (2007), which broke first-week sales records for a debut Spanish album, as well as Love? (2011). Lopez returned to prominence as a judge on American Idol (2011–2016). Throughout the 2010s, she voiced Shira in the animated Ice Age franchise (2012–2016), starred in the police drama series Shades of Blue (2016–2018), and served as a judge on World of Dance (2017–2020). In 2019, she garnered critical praise for her performance in the crime drama Hustlers. Lopez continued her acting career, with leading roles in the films Marry Me (2022), The Mother (2023), This Is Me... Now: A Love Story, Atlas (both 2024), and Kiss of the Spider Woman (2025).

Lopez has sold over 80 million records worldwide, while her films have cumulatively grossed over US$3.1 billion. Her accolades include a star on the Hollywood Walk of Fame, the Billboard Icon Award, three American Music Awards, four MTV Video Music Awards (including the Michael Jackson Video Vanguard Award), and six Guinness World Records. She has been ranked among the 100 most influential people in the world by Time (2018) and the World's 100 Most Powerful Women by Forbes (2012). Lopez has a large social media following, being one of the most-followed individuals on Instagram. Her other ventures include a lifestyle brand, beauty and fashion lines, fragrances, a production company, and a charitable foundation.