The Ultimate Timeline: Bow Wow’s Ex-Girlfriends And The Shocking 2025 Breakup You Missed

The romantic life of Shad “Bow Wow” Moss has been a public spectacle almost as long as his multi-decade career in music and film. As of late 2024 and into early 2025, the rapper’s love life continues to generate headlines, marked by high-profile relationships, dramatic reality television moments, and sudden breakups that leave fans reeling.

The latest updates, surfacing in the first quarter of 2025, confirm that Bow Wow is once again "back outside," following a very brief, high-profile romance that quickly fizzled out. From his teenage sweetheart to reality TV stars and the mothers of his children, this deep dive explores the most significant and recent women in the life of one of hip-hop's most enduring figures, focusing on the fresh drama that has dominated the conversation.

Shad Gregory Moss: A Quick Profile & Biography

Before diving into the complex web of his relationships, it is essential to understand the man behind the headlines. Shad Moss, better known by his stage name Bow Wow (and formerly Lil’ Bow Wow), has transitioned from a child rap prodigy discovered by Snoop Dogg to a successful actor, host, and music executive. His personal life, however, has often overshadowed his professional achievements.

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• Full Name: Shad Gregory Moss
• Date of Birth: March 9, 1987
• Age (as of 2025): 38
• Place of Birth: Columbus, Ohio, USA
• Occupations: Rapper, Actor, Television Host, Record Producer
• Notable Works: Like Mike, The Fast and the Furious: Tokyo Drift, CSI: Cyber, 106 & Park, and the reality series Growing Up Hip Hop: Atlanta.
• Children: Shai Moss (with Joie Chavis) and a son, Stone Moss (with Olivia Sky).

The Most Recent & Dramatic Exes: 2024-2025 Updates

Bow Wow's dating timeline is peppered with famous names, but his more recent relationships are characterized by intense public scrutiny, often playing out on social media and reality television. The drama involving his ex-girlfriends, particularly Erica Mena and Jade Pinkett, has dominated the conversation in late 2024 and early 2025.

1. Jade Pinkett: The Shortest-Lived Romance (2025)

The most current news surrounding Bow Wow's dating life involves Jade Pinkett, the niece of actress Jada Pinkett Smith. This relationship was the definition of a flash in the pan, yet it generated significant buzz due to the family connection.

The couple went public in early 2025, with Bow Wow confirming the relationship and even discussing it in interviews. However, the excitement was short-lived. By the spring of 2025, speculation of a split began to circulate after Bow Wow posted on social media that he was "back outside," a clear indication of his return to the single life. Jade Pinkett followed up with cryptic posts hinting at walking away from a situation, seemingly confirming the end of the brief romance. While the exact reason for the split remains private, the quick turnaround reinforced the public's perception of Bow Wow’s tumultuous dating life.

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2. Erica Mena: The Never-Ending Reality TV Saga (Late 2024 Drama)

Erica Mena and Bow Wow's relationship was a whirlwind, resulting in an engagement that ultimately ended in 2015. However, their drama is far from over. Their contentious relationship has continued to spill into the public sphere, most recently in late 2024.

In December 2024, the former couple reignited their public feud. Erica Mena, known for her role on Love & Hip Hop, made serious accusations against her ex-fiancé, claiming he was an abuser. These claims were made as part of a larger social media battle. The situation escalated when another of Bow Wow's exes and the mother of his first child, Joie Chavis, publicly stepped in to deny Mena's claims, stating that Bow Wow had never been physically abusive toward her. This highly charged, public back-and-forth provided fresh, dramatic content for fans and media outlets, cementing Mena as one of the most volatile and talked-about figures in his dating history.

3. Joie Chavis: The First Baby Mama and Enduring Co-Parenting Relationship

Joie Chavis holds a unique and crucial place in Bow Wow's life as the mother of his first child, Shai Moss. Their relationship, which began around 2010, produced his daughter, who is often featured on his social media.

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While their romantic relationship ended, they have managed to maintain a civil, highly visible co-parenting relationship. The fact that Chavis publicly defended Bow Wow against Erica Mena's 2024 abuse allegations highlights the complexity and enduring nature of their bond. She is an essential entity in the Bow Wow narrative, representing the stability he has sought in his personal life, despite the romantic failures.

High-Profile Exes: The Women Who Defined His Career

Beyond the recent drama, Bow Wow's dating history includes a string of powerful, famous women who were integral to his rise in the early 2000s and 2010s. These relationships often dominated the entertainment news cycle.

4. Ciara: The First Major Engagement

One of Bow Wow's most famous relationships was with R&B superstar Ciara. The couple dated from 2004 to 2006 and were even engaged for a short period. Their relationship was a major tabloid story, uniting two of the biggest young stars in music at the time. Their split was amicable enough for them to remain friends, a rarity in Bow Wow's romantic history. Ciara is now famously married to NFL star Russell Wilson, but her time with Bow Wow remains a significant chapter in his timeline.

5. Kiyomi Leslie: The Reality TV Volatility

Kiyomi Leslie, a model and reality star, became one of Bow Wow’s most talked-about exes due to their highly volatile relationship, which was prominently featured on Growing Up Hip Hop: Atlanta. The relationship, which lasted from 2017 to 2019, was marred by a public, explosive fight that led to both parties being arrested on battery charges. This event marked a significant low point in Bow Wow's public image and is a key entity in his recent dating history, showcasing the dramatic intensity that often surrounds his love life.

Other Key Entities and Turmoil in Bow Wow’s Dating History

The full list of women linked to Shad Moss is extensive, adding layers to his topical authority as a celebrity whose romantic life is constantly in the spotlight. Each relationship, whether long or short, has contributed to the narrative of a star constantly searching for a stable partner.

• Keyshia Cole: The R&B singer was linked to Bow Wow in the mid-2000s. While not as public as his relationship with Ciara, it was a notable pairing of two music industry heavyweights.
• Angela Simmons: The daughter of Rev. Run and a reality star, Angela Simmons was a rumored romantic interest. The connection between the two was long-standing, with fans often rooting for a relationship.
• Blac Chyna: The model and social media personality was briefly linked to Bow Wow, adding another high-profile name to his list of exes.
• Teairra Marí: The singer and reality star was another entity in his dating timeline, showcasing his preference for women in the entertainment industry.

Bow Wow's continuous cycle of high-profile romances, engagements, and public breakups—most recently evidenced by the quick end with Jade Pinkett in 2025 and the ongoing, bitter feud with Erica Mena—suggests that his personal life will continue to be a source of fascination for years to come. The rapper, actor, and host, whose real name is Shad Gregory Moss, has built a career on being in the spotlight, and his love life is the brightest spot of all.