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Chilli and Matthew Lawrence at Sandals resort
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Chilli Dishes On Her Drama-Free Dynamic With Matthew Lawrence And No Longer Fearing Marriage

Chilli may be preparing to walk down the aisle soon. The TLC singer has been dating actor Matthew Lawrence since 2022, and the two seem to be going strong. Chilli dished on her relationship with the Boy Meets World star during her visit to Fox 5’s talk show Portia. “This is the first time that we have both experienced being in a relationship to where, I mean—there's no drama at all. We get along, and we have differences but we, still to this day, we've never had an argument,” she said of their drama-free dynamic. “I don't even understand why we would have to have an argument in the first place.”


The “Waterfalls” singer also revealed that since dating her beau, she no longer has a fear of marriage. “I do not. I don't have any fear at all when it comes to him,” she said. “It is just the way he is as a man, you know? He is a good guy. He has an amazing heart, and I mean, he checks off all of my list except for a few I don't know yet—’til we get married.”

Chilli and Matthew's relationship may be taking another significant step in the future. In a 2023 interview with ET, Matthew shared their potential plans for children. "That's the game plan. That's what we're trying to do," he disclosed. This news is particularly exciting as Chilli already has a son named Tron with music producer Dallas Austin, and the prospect of expanding her family adds a new dimension to her relationship with Matthew.

While Chilli is known as a legend in music, her dating life often takes center stage. But that’s what happens when you’re linked to some powerful men. Here’s a look back at Chilli’s dating history.

Dallas Austin

The “No Scrubs” singer dated the super producer throughout the ‘90s, and he produced many songs for her group, such as “Creep” and “Ain’t 2 Proud 2 Beg.” The two welcomed their son in 1997 and shortly parted afterward. Their relationship was documented in the VH1 TLC documentary Crazy, Sexy, Cool.

Usher

Usher and Chilli

Photo by Frazer Harrison/Getty Images

Usher and Chilli are probably each other’s most famous relationship. The former couple, which is still talked about to this day, were together from 2001-2004. They were still in touch over the years, but the “Unpretty” artist said she finally stopped all contact 15 years later.

Floyd Mayweather Jr.

Chilli and Floyd Mayweather Jr. sparked dating rumors after he appeared on her VH1 reality TV show What Chilli Wants in 2010. While the two looked really chummy on the show, the “Diggin On You” singer denied that they were ever romantically involved.

Nick Cannon

In 2016, Chilli and Nick Cannon were rumored to be dating. The Masked Singer host gushed about the mother of one in an interview with E! News. "She's amazing," he said about Chilli. "She's an outstanding person, but you gotta ask her what's going on." He later clarified that they were friends and he’d “be so lucky to be able to...be called dating someone like that."

Matthew Lawrence

Chilli and Matthew Lawrence have been together since 2022, and they sometimes give us glimpses into their relationship on social media. We can’t wait to see what the beautiful couple has in store for the future.

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Feature image by John Parra/Getty Images for Sandals Resorts

 

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