Celebrity Women Who Dated Two Rappers

Kimberly Noel Kardashian (formerly West; born October 21, 1980) is an American media personality, socialite, and businesswoman. She first gained media attention as a friend and stylist of Paris Hilton, but received wider notice after the sex tape Kim Kardashian, Superstar, shot in 2003 with her then-boyfriend Ray J, was released in 2007. Later that year, she and her family began to appear in the E! reality television series Keeping Up with the Kardashians (2007–2021). Its success led to the formation of the spin-off series Kourtney and Kim Take New York (2011–2012), Kourtney and Kim Take Miami (2009–2013), and Hulu's The Kardashians (2022).

Onika Tanya Maraj-Petty (born December 8, 1982), known professionally as Nicki Minaj (), is a Trinidadian-born American rapper, singer, and songwriter. She is noted for her versatility as an artist, her sharp lyrics and animated flow in her rapping and her usage of alter egos and accents. Minaj first gained recognition after releasing three mixtapes between 2007 and 2009. She rose to fame with her debut album, Pink Friday (2010), which topped the U.S. Billboard 200 chart. The album's fifth single, "Super Bass", reached number three on the U.S. Billboard Hot 100 chart, becoming the highest charting solo song by a female rapper since 2002. It was certified as diamond by the Recording Industry Association of America.

Ariana Grande-Butera () (born June 26, 1993) is an American singer and actress. Born in Boca Raton, Florida, Grande began her career at age 15 in the 2008 Broadway musical 13. She rose to fame for her role as Cat Valentine in the Nickelodeon television series Victorious (2010–2013) and Sam & Cat (2013–2014). She subsequently signed with Republic Records in 2011 after the label's executives discovered YouTube videos of her covering songs. Her 1950s doo-wop-influenced pop and R&B debut album, Yours Truly (2013), topped the US Billboard 200 chart, while its lead single, "The Way", charted in the top ten of the US Billboard Hot 100. Upon release, critics compared Grande to Mariah Carey for her wide vocal range and whistle register.

Robyn Rihanna Fenty NH (born February 20, 1988) ( ree-AN-ə) is a Barbadian singer, actress, fashion designer, and businesswoman. Born in Saint Michael and raised in Bridgetown, Barbados, Rihanna was discovered by American record producer Evan Rogers who invited her to the United States to record demo tapes. After signing with Def Jam in 2005, she soon gained recognition with the release of her first two studio albums, Music of the Sun (2005) and A Girl Like Me (2006), both of which were influenced by Caribbean music and peaked within the top ten of the US Billboard 200 chart.

Jennifer Lynn Affleck (néeLopez; born July 24, 1969), also known as J.Lo, is an American singer, actress, and dancer. In 1991, she began appearing as a Fly Girl dancer on the sketch comedy television series In Living Color, where she remained a regular until she decided to pursue an acting career in 1993. For her first leading role in Selena (1997), she became the first Hispanic actress to earn over US$1 million for a film. She went on to star in Anaconda (1997) and Out of Sight (1998), and established herself as the highest-paid Hispanic actress in Hollywood.

Rita Sahatçiu Ora (born Rita Sahatçiu; 26 November 1990) is a British singer, songwriter and actress. She rose to prominence in February 2012 when she featured on DJ Fresh's single "Hot Right Now", which reached number one in the UK. Her debut studio album, Ora, released in August 2012, debuted at number one in the United Kingdom. The album contained the UK number-one singles, "R.I.P." and "How We Do (Party)". Ora was the artist with the most number-one singles on the UK Singles Chart in 2012, with three singles reaching the top position.

Kylie Kristen Jenner (born August 10, 1997) is an American media personality. She has starred in the E! reality television series Keeping Up with the Kardashians since 2007 and is the founder and owner of cosmetic company Kylie Cosmetics.

Amber Rose Levonchuck (born October 21, 1983) is an American model and television presenter, and actress.

Serena Jameka Williams (born September 26, 1981) is an American professional tennis player and former world No. 1 in women's single tennis. She has won 23 Grand Slam singles titles, the most by any player in the Open Era, and the second-most of all time behind Margaret Court (24). The Women's Tennis Association (WTA) ranked her world No. 1 in singles on eight separate occasions between 2002 and 2017. She reached the No. 1 ranking for the first time on July 8, 2002. On her sixth occasion, she held the ranking for 186 consecutive weeks, tying the record set by Steffi Graf. In total, she has been No. 1 for 319 weeks, which ranks third in the Open Era among female players behind Graf and Martina Navratilova.

Ciara Princess Wilson ( see-ERR-ə, like Sierra; née Harris, born October 25, 1985) is an American singer, songwriter, dancer, and model. Born in Austin, Texas, she traveled around the world during her childhood, eventually moving to Atlanta, Georgia, where she joined the girl group Hearsay. She later signed a publishing deal and befriended producer Jazze Pha, who recorded demos that would appear on her debut album. With his help, Ciara signed a record deal with LaFace Records.