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Home » All Listicles » From Trapsoul To Lover Boy! Everything To Know About Bryson Tiller Amid His Viral Romance With Kristy Sarah (PHOTOS + VIDEOS)
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From Trapsoul To Lover Boy! Everything To Know About Bryson Tiller Amid His Viral Romance With Kristy Sarah (PHOTOS + VIDEOS)

By Ashley - 2026/10/28
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Everything To Know About Bryson Tiller Amid His Viral Romance With Kristy Sarah
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Bryson Tiller fans know he’s the king of Trapsoul, dropping bangers like ‘Don’t,’ ‘Been That Way,’ and ‘Whatever She Wants.’ While his hits continue to dominate airwaves, he’s also delivered fire features on tracks like Chris Brown’s ‘It Depends,’ and DJ Khaled’s ‘Wild Thoughts’ featuring Rihanna. Lately, though, fans have been keeping EXTRA tabs on the Trapsoul king as his romance with mega-influencer Kristy Sarah continues to take over the internet streets. Neither Bryson nor Kristy have confirmed whether their dating, but fans are loving this new era for Kristy. Especially since exclusive clips recently caught them smooching and looking real boo’d up at afterparty following Tiller’s Los Angeles concert. Meanwhile, others have their magnifying glasses OUT, trying to get all the tea on Bryson. As folks online stay glued to their every move, here’s everything you need to know about Bryson Tiller!

RELATED: Oh, That’s Bae!? Bryson Tiller & Kristy Sarah Caught Kissing In Los Angeles Amid Dating Rumors (EXCLUSIVE PHOTOS + VIDEOS)  

From Mixtapes To MAJOR Hits! A Look At Bryson Tiller’s Early Life

Bryson Tiller was born in January 1993 and grew up in Louisville, Kentucky. According to reports, his grandmother raised him after his mother reportedly passed away when he was young. Reports also state that Bryson has three brothers. Tiller kicked off his music career in 2011 with his debut mixtape, ‘Killer Instinct Vol. 1.’ He later made major waves in 2015 with his breakout single, ‘Don’t,’ which climbed to No. 13 on the Billboard Hot 100. Following the release of ‘Don’t,’ Bryson Tiller eared a quintuple-platinum certification from the Recording Industry Association of America (RIAA). The song’s major success helped him land a record deal with RCA records, which later released ‘Don’t as the lead single from his 2015 debut album, ‘Trapsoul.’

RELATED: Another Clue? Kristy Sarah Has Fans Talking After Resurfaced Video Shows Her Dancing To Bryson Tiller’s Song (WATCH)

Father First, Singer Immediately After!

Bryson Tiller tends to keep his personal life on the low, so some fans might be surprised to learn he’s a proud girl dad of two! According to PEOPLE, the singer welcomed his eldest daughter, Harley Loraine Tiller, with his former partner, Markea Bivens, in 2013. He also shares his youngest daughter, Kelly Jade Tiller, who arrived in 2019, with Kendra Bailey. In 2023, Bryson got real about juggling fatherhood and his music career during an interview with EBONY magazine. He shared that bringing his daughters into his work has helped him spend more quality time with them.

#1

“This current season has been very busy for me though, so I do my best to include them in things I’m working on. Even if that means bringing my oldest daughter to the studio or on tour with me. I’ll even play tracks for them as I’m working on them, and get their input, just to ensure they feel included,” Bryson said at the time.

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Kendra Bailey's TikTok Video Has Fans Zooming In On Bryson's Love Life

Fans have been trying to get the tea on Bryson Tiller’s relationship status as he and Kristy Sarah continue to fuel dating rumors. Before the buzz surrounding Kristy, Bryson was reportedly dating model Kendra Bailey, who is also the mother of his youngest daughter, Kelly Jade Tiller.

Kendra hasn’t said a word about the speculation, but y’all know the internet detectives stay on a case! One social media user recently popped up under Kendra’s TikTok video from August, where she appeared to lip-sync lyrics from MoKenStef’s hit ‘He’s Mine.’ In the clip, Kendra mouths the lyrics, ‘He’s mine, you may had have once, but I got him all the time.” Well, after a TikTok user peeped Kendra’s video, they slid into her comments writing, “Yall know who she’s talking to right?👀” Kendra didn’t hesitate to clear the air, replying, “I’m not though. I do NOT want that man.” 

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#4

Does Kristy Sarah Have Bryson's Attention?

Although it’s unclear when Bryson Tiller and Kendra Bailey may have called it quits, it looks like the singer has appeared to set his sights on getting to Kristy Sarah. Fans first started questioning their status after a now-viral TikTok video caught Bryson switching up the lyrics to his song ‘Drop The Lo’ during his ‘Neo Trapsoul Tour.’ The original lyrics go, “You got my attention, yeah, no stoppin’ the show, huh.” But Bryson switched things up onstage, singing, “Kristy, you got my attention, yeah, no stoppin’ the show, huh.”
@ayee_melly He said it yall and I was too into the show to notice 😭🤣 @Melissa #kristy #brysontiller #neotrapsoul #fyp ♬ The Signal Came From Beyond Known Space – edivieira

#5

Shortly after the clip took over the internet streets and had fans wondering whether Bryson and Kristy were an item, The Shade Room obtained exclusive photos and videos showing the pair looking like they go together REAL BAD! According to details shared with TSR, Bryson and Kristy linked up in Los Angeles following his Oct. 25 concert at the Intuit Dome. Videos show the alleged couple sharing kisses and getting extra cozy with intimate embraces at the concert afterparty. For now, neither has confirmed their relationship status, and it’s still unclear how long they’ve been seeing each other or how serious things are. Peep the videos and photos of Kristy and Bryson below.

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RELATED: Stop Playing, Sis! Fans BEG Kristy Sarah To Spill The Tea Following Viral Footage Of Her & Bryson Tiller Kissing (VIDEOS) 
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Ashley Rushford

Ashley Rushford

Ashley Rushford is a journalist and digital content powerhouse with over a decade of experience. She loves to bring her bold style, unfiltered energy, and fun sense of humor to every story that she touches. After earning her Journalism and Media Studies degree from Rutgers University, Ashley launched her career in 2012, creating compelling stories for high-profile publications like Essence, Black Enterprise, Footwear News, and Harvest Magazine. She has also interviewed high-profile talents including Chloe Bailey, Sheryl Lee Ralph, and top fashion designers. At The Shade Room, Ashley writes, edits, and publishes content that has reached over 20 million readers. When she's not writing, she's likely exploring the latest trends and curating her next viral post.

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