<p id=”par-1_43″><a href=”https://www.cheatsheet.com/tag/sean-diddy-combs/”>Sean Diddy Combs</a> already <a href=”https://www.cheatsheet.com/entertainment/diddy-family-tree-guide-sean-combs-kids-partners-parents-siblings.html/”>has a large family tree</a>, and he was looking to add one more child to his branch with his ex-girlfriend Cassie. The singer did eventually have a child, but Diddy wasn’t the father like he once hoped he’d be.</p>
<h2 class=”wp-block-heading” id=”h-diddy-said-he-can-t-stop-won-t-stop-when-it-came-to-having-kids-with-cassie”>Diddy said he can’t stop, won’t stop when it came to having kids with Cassie</h2>
<figure class=”wp-block-image size-full” id=”emb-1″><img decoding=”async” src=”https://www.cheatsheet.com/wp-content/uploads/2025/02/sean-diddy-combs-cassie.webp?strip=all&quality=80″ alt=”Cassie posing in a red dress alongside sean diddy combs at the Los Angeles Premiere Of “Can’t Stop Won’t Stop”.” class=”wp-image-3781629″><figcaption class=”wp-element-caption”>Sean Diddy Combs and Cassie | Jerritt Clark/Getty Images</figcaption></figure>
<p id=”par-2_76″>Diddy already had a large family before his relationship with Cassie. Four of his kids came from his late ex-girlfriend Kim Porter, who <a href=”https://www.cheatsheet.com/entertainment/sean-diddy-combs-shared-regretted-not-marrying-kim-porter.html/”>he regretted not marrying</a>. He would later go on to have three children with three different mothers. He was looking forward to Cassie being a fifth mother to a potential child. Diddy had already been with Cassie for a decade when he told<em> <a href=”https://www.youtube.com/watch?v=_1mIPOYZzfo&ab_channel=BreakfastClubPower105.1FM”>The Breakfast Club</a></em> about his fatherhood aspirations back in 2018.</p>
<p id=”par-3_38″>“Without a doubt, I love children,” Diddy said. “I could go to eight without a problem. Can’t stop, won’t stop. Whatever is supposed to happen in the future is going to happen, but that’s something that I want.”</p>
<p id=”par-4_16″>However, Cassie was the only person at the time he wanted to have another kid with.</p>
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<iframe title=”Cassie Ventura dishes on romance with Diddy” width=”925″ height=”520″ src=”https://www.youtube.com/embed/kEncP7eDflo?feature=oembed” frameborder=”0″ allow=”accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share” referrerpolicy=”strict-origin-when-cross-origin” allowfullscreen></iframe>
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<p id=”par-5_12″>“I would only have it with my girl, of course,” he added.</p>
<p id=”par-6_54″>Cassie wouldn’t have another kid with Diddy, however. The two went their separate ways in 2018. But Cassie did have a child with her husband and former personal trainer Alex Fine. Cassie and Fine welcomed their daughter on December, 2019. Diddy would congratulate his ex-girlfriend and <a href=”https://www.cheatsheet.com/entertainment/cassies-husband-rejected-diddy-trying-reconnect-girlfriend.html/”>try to reconnect with her</a> on social media.</p>
<p id=”par-7_18″>“Congratulations @Cassie and Alex. I wish you all nothing but love and happiness,” he once wrote according to <a href=”https://people.com/music/diddy-congratulates-cassie-pregnancy/”>People</a>.</p>
<p id=”par-8_4″>But Cassie didn’t respond.</p>
<h2 class=”wp-block-heading” id=”h-how-close-cassie-and-diddy-were-to-getting-married-before-diddy-s-controversies”>How close Cassie and Diddy were to getting married before Diddy’s controversies</h2>
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<iframe title=”Cassie Speaks On Relationship With Diddy + Going Through Break Ups” width=”925″ height=”520″ src=”https://www.youtube.com/embed/pIPp7bwP5jA?feature=oembed” frameborder=”0″ allow=”accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share” referrerpolicy=”strict-origin-when-cross-origin” allowfullscreen></iframe>
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<div class=”related-article related-article–simple”>
<span class=”related-article-flag”>Related</span>
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Sean ‘Diddy’ Combs Seemed Like a ‘Very Scared, Self-Conscious Little Boy’ to a Profiler </a>
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<p id=”par-9_64″>Diddy felt having kids with Cassie was much more likely to happen than marrying her. Despite all of his exes and baby mothers, Diddy was never close to marrying any of them. Cassie was no exception, even though he once thought she <a href=”https://www.cheatsheet.com/entertainment/sean-diddy-combs-felt-god-sent-cassie-save-bad-boy-records.html/”>was a godsend</a>. The controversial business mogul believed that he still wasn’t ready for that deep of a commitment when dating her.</p>
<p id=”par-10_68″>“I think a lot of people put too much on marriage and not enough on happiness.[…] I’m happy, anybody that is in my life is happy. I just want to be happy and I think it’s important for you to protect your happiness and to love yourself, because then you can love other people the right way,” Diddy once said in an interview on <em>The View </em>(via <a href=”https://www.vibe.com/features/vixen/diddy-on-marriage-im-not-looking-289306/”>Vibe</a>).</p>
<p id=”par-11_36″>Although it was noted that Cassie might’ve thrown subtle shade at Diddy’s marriage comments, she came to agree with her ex. The “Me and U” singer didn’t believe that marriage was best for their relationship, either.</p>
<p id=”par-12_24″>“We have a certain type of relationship and it just works the way it is,” she said in a 2018 interview with <em><a href=”https://www.youtube.com/watch?v=I4qv0c2-lfw&ab_channel=HOT97″>Hot 97</a></em>.</p>
<p id=”par-13_63″>“I believe in marriage if it’s with the right situation, but I feel like, I’ve seen a lot of people get married and break up in the time that I’ve been in my relationship,” Cassie added. “I feel like you can’t really put a tag on it. Everybody looks at marriage as something very solid and important, but we have a solid relationship.”</p>
<p id=”par-14_24″>She would go on to explain that the life she was living with Diddy at the time wasn’t compatible with a traditional marriage, anyway.</p>
<p id=”par-15_43″>“My lifestyle is so different from everyone else’s that I don’t know if marriage would be conducive to me sitting here with you right now and having my own stuff,” she said. “But I do believe in marriage. I do believe in love.”</p>
<p id=”par-16_48″>She didn’t feel the same way about Fine, who became both her husband and her children’s father not too long after meeting him. The allegations <a href=”https://www.cheatsheet.com/entertainment/cassies-settlement-sean-diddy-combs-will-massively-affect-net-worth.html/”>Cassie leveled against Diddy</a>, however, provide a much darker subtext to Cassie’s true reasons for not wanting to marry the Bad Boy CEO.</p>