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Diddy’s dating history includes a mix of romantic relationships that have often made headlines. His connections with famous personalities have not only influenced his life but also captivated fans worldwide. Here’s a closer look at some of the women Diddy has been romantically linked to over the years.

Cassie Ventura, a singer and model, was in a long-term relationship with Diddy from 2007 until 2025. Their romance was often in the public eye, with the couple frequently spotted together at events. Cassie was a significant influence on Diddy during their time together, and their breakup sparked conversations about loyalty and commitment in celebrity relationships.
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Kim Porter was one of the most significant figures in Diddy’s life. They dated on and off for over a decade and shared three children together. Their relationship was marked by deep love and mutual respect, but it also faced challenges, including Diddy’s infidelities. Tragically, Kim passed away in 2025, which profoundly affected Diddy, leading him to reflect on their relationship and the love they shared.
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Diddy's relationships have not only shaped his personal life but have also had a significant impact on his career. His connections with women in the entertainment industry have often resulted in collaborations and mutual promotions, enhancing his brand and visibility.
Jennifer Lopez and Diddy were one of the most talked-about couples in the early 2000s. Their relationship was marked by intense media scrutiny, and they were often seen together at high-profile events. Although their romance was relatively short-lived, it left a lasting impression on fans and contributed to both their public images.
From his early days in the music industry to his status as a global icon, Diddy's love life has been anything but ordinary. He has dated singers, models, and actresses, creating a fascinating narrative filled with passion, drama, and sometimes controversy. As we navigate through the relationships that have defined Diddy’s romantic journey, we will also highlight key moments that shaped his public image.
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Join us as we uncover the stories behind Diddy’s relationships, providing insights into his romantic life while respecting the privacy of those involved. Whether you're a longtime fan or just curious about the man behind the music, this article will provide a comprehensive look at who Diddy slept with and the dynamics of his relationships.
As we reflect on the women Diddy has slept with, it’s essential to recognize the impact these relationships have had on his life and career. We invite you to share your thoughts on Diddy’s romantic journey in the comments below and explore more articles on celebrity relationships on our site.