K. Michelle and Dr. Kastan Sims started dating in 2015, shortly before the shooting of Season 3 of K. Michelle: My Life would have begun. The Memphis-based dental specialist enticed the chanteuse with his down-to-earth, laid-back attitude, and easy-going personality. 

"He's handsome, with good credit, and no baby mamas," K. Michelle jokingly remarked in a crucial scene of her eponymous reality TV show. 

"We knew each other in high school, we've always had this thing for each other but the timing has just always been bad for us," the singer added shortly after. 

She and Kastan made the headlines in the spring of 2019 with announcing new plans about starting a family. As Atlanta Black Star reported at the time, K. Michelle had long-term difficulties with infertility and was hoping to give birth to two children with the help of a surrogate named Tannae.  

However, the couple went suspiciously quiet soon after the exciting news began to circulate. The last time they made the rounds was in September 2019, when K. Michelle attacked one of Kastan's patients on social media. The continuing silence could potentially explain her recent Instagram post. 

Opinions vary greatly on whether K. Michelle is still with Kastan, or perhaps if the two have called it quits after four years of seeing each other. But, speaking to MadamNoire on Jan. 31, she set the record straight. "Relationships are hard. You know I joke a lot about it. He’s fine. We’re working on it, I’m working on me, and who knows what I will do." So while it sounds like things aren't perfect, they are still together, for now.