It’s a full-circle moment. The announcement was made casually during a celebration of fellow Hot Boys member B.G.'s engagement, framing Wayne's romance as a natural progression of love and friendship within his inner circle.
Insiders are calling this the ultimate 'back to the ex' move. Critics are dragging the 21-year age gap and pointing to recent allegations from ex-girlfriend Denise Bidot, who claimed Wayne kicked her out of his house on Mother's Day 2025.
1. Wayne confirmed the engagement in a video posted by B.G. on Instagram on Monday, Sept. 30, 2026. 2. TMZ previously reported in May 2026 that Wayne proposed 'earlier this year' to a woman from Indiana, later identified as Madi Cannon.
Wayne is choosing peace and his ex, but the timeline of his recent breakups suggests he’s never far from drama.
Let’s get straight to the receipts, because Lil Wayne does not do subtle. The 44-year-old rap legend confirmed he is engaged to his ex-girlfriend, Madi Cannon, 23, in a video posted to Instagram on Monday by his former Hot Boys cohort, B.G. The announcement wasn’t a staged press release or a red carpet moment; it was raw, chaotic, and perfectly on-brand for Weezy.
While celebrating B.G.’s own engagement to Brooke Jones, Wayne angled the camera toward Cannon and declared, “And I’m marrying this one. This is Madison.” He then turned his attention back to B.G., joking, “This is my fiancée. Congratulations.
Let us know what color we’re wearing. I’m the best man, you hear me? Love you, bitch.” The timing here is everything.
This public confirmation comes months after TMZ broke the news in May 2026 that Wayne had quietly popped the question “earlier this year.” At that time, the outlet only identified the mystery woman as being in her 20s and from Indiana, keeping Cannon’s name under wraps. Now that the cat is out of the bag, the internet is dissecting the relationship dynamics. The 21-year age gap is the first thing people are pointing to, but the fact that Cannon is an *ex* has sparked even more heated debate.
Is this a mature reconnection, or is Wayne just cycling through the same roster? The source material confirms they were previously together, which adds a layer of complexity to the “I’m marrying this one” declaration. We cannot ignore the shadow of recent history here.
Just last year, in May 2025, plus-size fashion model Denise Bidot, 40, took to her Instagram Stories to claim Wayne had broken up with her and kicked her and her daughter out of his house on Mother’s Day. Her words were sharp: “Breaking up with someone on Mothers [sic] Day is diabolical.” She also alleged physical abuse, stating, “And it’s not just the emotional abuse. Like, this man has actually laid a f–king hand on me.” While Wayne has moved on to Cannon, the public memory of those allegations lingers, making this new chapter feel like a bold statement of intent regardless of the past.
Wayne’s romantic history is as extensive as his discography. He is a father of four, with children from different women: Reginae Carter, 27, with his only ex-wife Antonia “Toya” Johnson; Dwayne Michael Carter III, 17, with Sarah Vivan; Kameron Carter, 17 with actress Lauren London; and Neal Carter, 16 with his former fiancée Nivea. His marriage to Johnson lasted from 2004 to 2006, a brief stint compared to the long list of high-profile girlfriends since.
With this engagement to Cannon, Wayne seems determined to rewrite the narrative, choosing a familiar face from his past to potentially anchor his future. Whether the internet accepts this as a fairytale or a repeat performance remains to be seen, but one thing is certain: Lil Wayne always makes sure the world is watching.
