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(VIDEO) Nick Cannon’s Dating History Through the Years: Mariah Carey, Kim Kardashian, others

Nick Cannon has been in the spotlight for decades — and has repeatedly worked his charm on models, musicians and more.

The multitalented star got his start in the late 1990s and sparked a romance with Christina Milian not long after scoring his big break. The duo met while working on 2003’s Love Don’t Cost a Thing and dated for two years before calling it quits.

Cannon later moved on with Kim Kardashian in 2006, one year before the premiere of Keeping Up With the Kardashians catapulted her into reality TV stardom. While speaking to Complex in 2007, however, the makeup mogul claimed she and the Wild n’ Out host were “never really a couple.”

Although it may not have been her most memorable romance, Cannon looks back fondly on his time with Kardashian, calling her “a great girl” during a March 2014 interview. “She and her family are some of the most incredible people I’ve ever met in my life,” he added at the time.

Former America’s Got Talent host eventually began dating Mariah Carey in early 2008 and the pair tied the knot that April. After welcoming son Moroccan and daughter Monroe in 2011, the high-profile couple split in 2014. Their divorce was made final two years later and the duo has worked hard to co-parent cordially ever since.

“A lot of times, when you think about breakups in relationships, it’s usually over ego. And if you can remove your ego from that, and make it about your loved ones, then that’s what it’s about,” the Real Husbands of Hollywood alum said during an interview with Amazon’s Style Code Live in February 2017.

Three years later, Cannon explained that both he and the “Obsessed” singer put “the betterment of our children” first. “We’re doing whatever we can to make sure their upbringing is as healthy as can possibly be and that we’re as healthy as we can possibly be,” he told Variety. “And that’s where we are to this day.”

Since the end of his marriage, the California native welcomed five children with three different women: Brittany Bell, Abby De La Rosa, and Alyssa Scott. Cannon’s love life became the subject of intrigue as his modern family continued to grow — and he had plenty to say to those who didn’t understand the dynamic.

“I’m having these kids on purpose,” he said on his Power 106 radio show in July 2021 after baby No. 7’s arrival. “I didn’t have no accident. … [There were] a lot of people that I could’ve gotten pregnant that I didn’t.”

Christina Milian

Cannon and Milian worked together on Love Don’t Cost a Thing and sparked a romance on set. They dated for two years before splitting in 2005 — and the breakup seemingly inspired some of Milian’s most scathing music.

In 2019, the Falling In Love actress claimed she had found text messages while they were dating that hinted Cannon was unfaithful, which prompted the pair to call it quits. The Drumline actor reacted to his ex’s allegations on an episode of the Power 106 radio show, arguing, “I don’t think I did anything wrong.”

Kim Kardashian

Before Keeping Up With the Kardashians really took off, the Skims founder had a brief fling with Cannon. The pair dated in 2006 following her split from Ray J, and six years later, Cannon told Howard Stern the reality star is “one of the nicest people you’ll ever meet.”

Selita Ebanks

The Victoria’s Secret model was engaged to Cannon in 2007 — but only lasted five months before they called it quits.

Mariah Carey

The Grammy winner and the radio personality tied the knot in the Bahamas in 2008. Three years later, they welcomed fraternal twins Moroccan and Monroe. After initially separating in 2014, the duo briefly reunited before their divorce was made final in 2016.

“You put the kids first,” Cannon explained of his post-split relationship with Carey in 2017. “But then when you understand that you have unconditional love for these human beings and you want the best existence for them, then you put whatever differences you may have had aside.”

Brittany Bell

Cannon shares two children with the former Miss USA contestant: son Golden, born in 2017, and daughter Powerful Queen, who arrived in 2020. They had been dating on and off since 2014.

Lanisha Cole

The photographer was first linked to the All That alum in 2017 and appeared to rekindle their flame three years later. However, in February 2021, Cole hinted that she was through with Cannon in a series of cryptic Instagram Stories amid the news that he had three more kids on the way with two other women.

Jessica White

White fell for Cannon in 2015, but five years later, they pulled the plug on their romance. The Sports Illustrated model wished her ex “nothing but the best” in an Instagram post discussing their split. Things later turned messy when White claimed in January 2021 that Cannon wasn’t honest about Bell’s pregnancy before the breakup.

Abby De La Rosa

The duo welcomed twins Zion Mixolydian and Zillion Heir in June 2021, two months after the DJ shared the news of her pregnancy. It’s unclear when the pair started dating.

Alyssa Scott

Zen, the Monster House star’s seventh child, arrived in June 2021, but not much is known about Cannon’s relationship with the model.