Bow Wow’s Girlfriend List, Dating and Relationship Timeline

Bow Wow’s ex-girlfriends’ list features Ciara (2005 to 2006), Joie Chavis (2010 to 2013), Ayisha Diaz (2014), Erica Mena (2014 to 2015), and Kiyomi Leslie Holden (2018 to 2019).

Bow Wow is one of the few people in Hollywood who began their career as a child and has managed to sustain it well into their adult years. The rapper-turned-actor and television presenter released his first album at the age of 13 in 2000 and made his first appearance in a movie in 2002. He has since then released more than half a dozen bodies of work and featured in more than a dozen movies, including those like Like Mike (2002), The Fast and the Furious: Tokyo Drift (2006), and Madea’s Big Happy Family (2011).

While the Columbus, Ohio, native has enjoyed a blossoming career, he has managed to date some of the most beautiful women in the world. Some of these relationships have made the headlines, while others were barely talked about in the media. Here is a list of Bow Wow’s ex-girlfriends and the reasons why those relationships did not work out.

Bow Wow’s Dating History

Partner’s Name Relationship Period Notes
Ciara 2005 – 2006
Joie Chavis 2010 – 2013
Ayisha Diaz 2014
Erica Mena 2014 – 2015 Engaged
Kiyomi Leslie Holden 2018 – 2019
Angela Simmons 2012 – 2014 Engaged
Simply Jess 2011
Teairra Mari 2009 – 2010
Blac Chyna 2009
Melody Thornton 2008
Dollicia Bryan 2007
Esther Baxter 2002 – 2003
Winter Blanco Unknown Timeframe
Keyshia Cole 2016

A Comprehensive List of Bow Wow’s Ex-girlfriends 

Bow Wow and Ciara (2005 to 2006)

Bow Wow's Relationships
Bow Wow and Ciara

In 2005, the year Bow Wow turned 18, he began dating singer Ciara, who is two years older than he is. The two announced their relationship to the world after he featured her on his song titled “Like You” from his album Wanted. Their relationship lasted for a year before the pair decided to go their separate ways in 2006 amid reports that he was cheating on her. He famously spoke about the breakup in the song “Outta My System” featuring T-Pain from the gold-certified album, The Prince of Fame.

In 2019, Bow Wow faced backlash for referring to Ciara in a lewd manner. In July of that year, during a performance at a club where the song they made together was played, he yelled profanity, saying, “Yo, I had this b—h first. You know that, right?” in the middle of his performance.

Bow Wow and Joie Chavis (2010 to 2013)

Joie Chavis, a model, fashion designer, businesswoman, and founder of a lifestyle website named, where she encourages body transformations through healthy living, is another person to have famously dated Bow Wow.

Chavis and Bow Wow’s relationship began in 2010. After a year together, the couple welcomed a daughter named Shai on the 27th of April, 2011. The rapper kept his daughter’s existence a secret as he continued dating Chavis before breaking things off with her in 2013. It is not clear why they parted ways. Chavis has since gone on to have a child with another rapper, Future, who Ciara also has a son for. What a love triangle, right?

Bow Wow and Ayisha Diaz (2014)

The next woman in the long list of women who have been in relationships with Bow Wow is Ayisha Diaz, a model and entrepreneur who owns an online shop for women’s clothes and accessories. She also owns an eyelash line.

The duo began dating after the rapper and his baby’s mother, Chavis, broke up. The relationship was, however, short-lived as they broke up in the same year they started dating each other. After the end of their relationship, Diaz took to social media to reveal that the rapper was repeatedly cheating on her. She further mentioned that he cheated on her with pornstars. She has since deleted those posts, but the implications of her words were not missed.

Bow Wow and Erica Mena (2014 to 2015)

When Bow Wow and Ayisha Diaz stopped dating in 2014, he wasted no time in getting into a new relationship. This time, he began dating model and television personality Erica Mena, who is mostly known for being a member of the Love and Hip Hop cast.

In less than a year after they started dating, Mena got pregnant, and Bow Wow proposed to her, but tragedy struck. When she was in the fifth month of her pregnancy, Mena suffered a miscarriage. The pair did not survive the loss of the pregnancy as their relationship soon began to deteriorate. The ensuing breakup in 2015 was messy as it made the headlines of tabloid newspapers.

The former video vixen, who later married rapper Safaree Lloyd Samuels in 2019, went on to reveal that Bow Wow suffered from mental illness and had threatened to kill himself a couple of times. On one occasion, he threatened to do so even with her son from a previous relationship in the house.

Bow Wow and Kiyomi Leslie Holden (2018 to 2019)

Bow Wow's daughter
Kiyomi Leslie Holden and Bow Wow

In 2018, Bow Wow got into a relationship with social media star Kiyomi Leslie. The couple seemed to be a match made in heaven and was even believed to have gotten married secretly. In February 2019, however, all of this changed as the police arrested both of them on domestic violence charges.

After her arrest, Holden revealed that she had been physically abused by Bow Wow in the past and had even lost her pregnancy because of it. Pictures of their mugshot, however, showed the rapper to have sustained injuries on his face from the altercation. The two have since split up, and the rapper has remained single.

Besides these women, Bow Wow has allegedly had a short romantic relationship with other women, including Rev Runs’ daughter Angela Simmons, Simply Jess, Melody Thorton, Draya Michelle, and Kat Stacks. While some of these women denied any affair with the rapper, there were some who chose silence and allowed the public to speculate after they shared several loved-up pictures of them online.

Fact Sheet



How Old Was Ciara When She Dated Bow Wow?

Ciara was 20 years old when she dated Bow Wow in 2005. The rapper, on his own part, was 18 years old, meaning that Ciara was two years older than him. Their relationship lasted for a year before they broke up.

How Many Kids Does Bow Wow Have?

Bow Wow has two kids, Shai Moss and Stone Moss. Shai Moss (born April 2011) is Bow Wow’s daughter from his relationship with Joie Chavis, while Stone Moss (born July 2020) is his son from his relationship with Olivia Sky.

What Happened Between Bow Wow and Kiyomi?

Bow Wow and Kiyomi were involved in physical altercations in the course of their relationship. They were later arrested on suspicion of domestic violence. They did not face any charges but subsequently broke up.

Was Bow Wow Engaged To Ciara?

Ciara and Bow Wow were never engaged in the course of their relationship, which lasted from 2005 to 2006.

Why Did Ciara Leave Bow Wow?

Ciara left Bow Wow reportedly because of infidelity. The rapper has since revealed that he decided to live life to the fullest at the time, clubbing and the likes, and as such, needed to be alone.

Is Bow Wow Related to Snoop?

Bow Wow is not related to Snoop, but they have a close relationship as it was the latter who discovered him and gave him a shot in the music industry. It was also Snoop Dogg who gave Bow Wow his stage name, and Bow Wow has referred to him as my uncle Snoop.

Chioma Uchenwoke
Chioma Uchenwoke
Chioma has been writing articles, whitepapers and product reviews for multiple television/celebrity-based websites, online media sites and blogs. Her main interests include movies, football, music and books


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