Jaylen Brown's Dating History: From College Courtships to NBA Power Couples
By Edcel Panganiban October 05, 2025 21:28
Jaylen Brown, the Boston Celtics' All-Star wing and 2024 NBA Finals MVP, commands the court with explosive dunks and defensive prowess, but off it, he's navigated romance with the same strategic grace. At 28, the Georgia native—now averaging 25.3 PPG in the 2025 season—has kept his love life relatively private, blending high-profile flings with meaningful connections that reflect his grounded, faith-driven values. From early college sparks to recent splits, Brown's dating timeline is a mix of glamour and growth, embodying Fan Arch’s mission: empowering athletes to own their narratives beyond the spotlight. As the Celtics chase a repeat championship, here's a look at the women who've shared the journey with JB.
Early Days: College Crushes and Jacqueline Hawileh (2016-2018)
Brown's romantic chapter began at the University of California, Berkeley, where he starred as a freshman All-American (14.6 PPG, 5.4 RPG in 2016). His first public link was with Jacqueline Hawileh, a fellow student and social media influencer he met through campus circles. The pair kept it low-key, spotted at Golden State Warriors games and Berkeley coffee shops, but Instagram posts hinted at a sweet, supportive vibe—Hawileh cheering Brown's 2016 NCAA Tournament run. They dated through his freshman year, parting amicably as Brown's NBA dreams took shape. "College was about balance," Brown later reflected in a 2020 interview. Hawileh, now a marketing exec, remains on friendly terms, occasionally liking his posts.
Arkan Ali: The Rising Star Spark (2019)
Post-draft (No. 3 overall by Celtics in 2016), Brown's focus shifted to the NBA, but a brief romance with Arkan Ali, a Boston-based model and aspiring actress, added a local flavor. They met at a 2019 charity event, bonding over shared Atlanta roots (Ali's from nearby Marietta). Paparazzi caught them at Fenway Park and a Celtics game, with Ali posting cryptic couple pics. The relationship fizzled after six months amid Brown's rookie grind, but it marked his entry into Boston's social scene. "Dating in the league is tough—timing is everything," Brown told The Players' Tribune in 2020.
H.E.R.: The Hollywood Harmony (2021)
Brown's most high-profile link came in 2021 with Grammy-winning singer H.E.R. (Gabriella Wilson), sparked at a Los Angeles Lakers-Celtics game where mutual friends introduced them. The pair, both 23, shared a creative vibe—H.E.R.'s soulful R&B mirroring Brown's artistic side (he's a painter and poet). Spotted at Nobu Malibu and Coachella, they fueled rumors with flirty Instagram stories and H.E.R.'s "Damage" lyrics ("Boy, you got me out my head"). Lasting about eight months, it ended amicably as schedules clashed—H.E.R.'s tours, Brown's playoffs. "We clicked, but life pulled us apart," a source close to Brown said. The split inspired fans to dub it "the MVP breakup."
Bernice Burgos: The Model Muse (2022-2024)
Brown's longest recent romance was with Bernice Burgos, a 43-year-old Puerto Rican model and entrepreneur (mother of two, ex of Drake). They connected in summer 2022 at a Miami club, with Burgos' bold style catching Brown's eye. The age gap (17 years) raised eyebrows, but their chemistry was undeniable: Yacht dates in Ibiza, courtside at Celtics games, and Burgos' sultry IG posts tagging #JB. She supported his 2023-24 playoff run, even customizing a "Queen JB" jersey. The relationship, spanning two years, ended in early 2024 amid Brown's championship focus—"mutual respect, no drama," per insiders. Burgos later shaded exes on social media, but Brown stayed silent, prioritizing hoops.
Kysre Gondrezick: The WNBA Whirlwind (2024)
In July 2024, Brown went public with WNBA free agent Kysre Gondrezick at the ESPYs, arm-in-arm on the red carpet. The 27-year-old guard, a 2021 Indiana Fever draftee known for her sharp shooting and social media savvy, met Brown through league circles. Their six-month romance was whirlwind: Paris Fashion Week strolls, Gondrezick cheering at TD Garden, and cozy IG stories. Fans loved the athlete power couple vibe, but it fizzled in February 2025 as Brown prioritized the playoffs. "Short but sweet," a source told Page Six. Gondrezick, now with the Chicago Sky, posted cryptic quotes about "new chapters."
Current Status: Single and Focused (2025)
As of October 2025, Brown is single, channeling energy into his eighth Celtics season and off-court ventures like his 7uice Foundation for youth empowerment. Rumors linked him to Vanessa Bryant in August 2025 (sparked by a charity event photo), but insiders dismissed it as platonic. Brown's philosophy? "Love when it's right, hoops always," he shared in a recent podcast. With no confirmed flames, JB's keeping it private—much like his game: Explosive, intentional, and all about the win.
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