Jazzma Kendrick was first identified as the mystery woman spotted with Ross at the launch of his RR22 brand at the G7 rooftop in Hollywood, Florida. She’s a social media personality with over 330,000 followers across Instagram, known for both runway modeling and print campaigns, and previously walked in Lycra Mercedes-Benz Swim Week. Their early days together read like a classic “boss meets baddie” story fans dubbed them a “boss match” when they first went public, pairing Ross’s self-proclaimed “Biggest Boss” persona with Kendrick’s runway résumé and luxury social media presence. They were spotted together at yacht parties, charity events, and fashion dinners, with Ross gifting designer bags and jewellery.
What’s kept them in headlines for months isn’t red carpet appearances it’s a recurring string of clips where Kendrick appears to pull away from Ross’s public affection. A 40-second video compilation showing Ross repeatedly leaning in for kisses only to be dodged each time went viral, amassing over 10.8 million views, showing five separate Miami events where Kendrick turned her face or stepped back as Ross puckered up. The pattern has continued into this year at Ross’s recent Miami pop-up, Kendrick was on his arm for photos before walking away out of sight, echoing prior incidents at the 2026 BET Awards where Ross reportedly leaned in for a kiss and Kendrick moved or turned away.
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Their relationship status has flip-flopped in the press before reports of a breakup and reconciliation have circulated more than once so it’s genuinely unclear whether Ross and Kendrick are currently “on” or “off.” What is clear is that every public appearance together now comes with built-in scrutiny, and neither has directly addressed the speculation.
