Draya Michele Ex Boyfriends: What Most People Get Wrong

Draya Michele Ex Boyfriends: What Most People Get Wrong

Draya Michele has lived a thousand lives in the public eye. Honestly, if you’ve followed her since the early Basketball Wives LA days, you know she’s basically the queen of reinvention. From video vixen to swimwear mogul to a mother of three navigating a very high-profile relationship with an NBA star nearly 20 years her junior, she stays in the headlines. But if you look at the long list of Draya Michele ex boyfriends, you see a pattern that isn't just about "balling." It’s a messy, complicated, and often litigious history of high-stakes romance.

People love to judge. They see the 17-year age gap between her and Jalen Green and start typing away. But Draya’s dating history isn’t just a list of names. It’s a roadmap of how she built a brand off the back of celebrity proximity, and then, quite famously, dealt with the fallout when those relationships crumbled.

The Orlando Scandrick Era: A Seven-Year Rollercoaster

You cannot talk about Draya's past without starting with Orlando Scandrick. This was the big one. They started dating in 2013, and for the next several years, they were the "it" couple of toxic reality TV. It was exhausting to watch, frankly.

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They were engaged. Then they weren't. Then he filed a restraining order against her in 2015, claiming she was aggressive, only to drop it and get back together. He once told TMZ that proposing was a "poor decision." Ouch. Despite the public jabs and the constant breakups, they welcomed their son, Jru, in 2016.

By the time they officially called it quits in late 2019, Draya posted on Instagram that she had been "single the entire month of December." It was a cold end to a relationship that defined her public persona for the better part of a decade. Most people don't realize that even after the split, the drama didn't stop—it just moved from the tabloids to the courtroom.

After Orlando, things got quiet for a second, then got very loud again. Enter NFL quarterback Tyrod Taylor. This relationship was significantly more private than her time with Scandrick, but the ending was arguably messier.

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By 2024, news broke that Tyrod was actually trying to evict Draya from a $3 million Los Angeles mansion. Imagine that. She claimed the house was a gift or that they had an "oral agreement" for her to buy it. The judge didn't buy it. In October 2024, a court ruled that Tyrod could proceed with the eviction because there was no enforceable contract.

It was a tough look. Some fans argued she was being treated unfairly, while others pointed out that you can’t just stay in an ex-boyfriend’s house for free once the romance dies. This legal spat happened right as her relationship with Jalen Green was heating up, creating a bizarre overlap of her past and her future.

Short-Lived Flings and Rumored Romances

Beyond the "long-term" guys, Draya’s name has been linked to some of the biggest stars in the industry. It's a "who's who" of 2010s hip-hop and sports culture.

  • Chris Brown: They dated for about nine months back in 2011. This was right around the time she was transitioninig into reality TV fame.
  • Kenyon Martin: Long before Scandrick, there was Kenyon. He was one of the reasons she was even cast on Basketball Wives, though that relationship was a lifetime ago in internet years.
  • French Montana: Rumors swirled for a bit, but it never seemed to go the distance.
  • Deshaun Watson: There was some chatter back in 2020 after she was spotted with him, but it was one of those "blink and you'll miss it" moments.

Why the Jalen Green Relationship is Different

Now, in 2026, Draya is in a completely different headspace. Her relationship with Phoenix Suns star Jalen Green (who was traded from the Rockets) is her most scrutinized yet. When they welcomed their daughter in May 2024, the internet nearly broke.

The criticism usually boils down to the age gap. She’s 41; he’s 23. Her oldest son, Kniko, is nearly the same age as her current partner. Draya hasn't stayed silent, though. She’s called the backlash "ageist" and basically told the world that two consenting adults can do whatever they want.

Jalen seems all in. He even got a massive portrait of her tattooed on his back. That's a level of commitment we never really saw from the guys in her past. While the world waits for them to stumble, they seem to be leaning into their own little bubble, ignoring the "predator" labels and the "gold digger" comments that have followed Draya since she was 22.

What This Tells Us About Celebrity Dating

Looking back at the list of Draya Michele ex boyfriends, you see the evolution of the "WAG" (Wives and Girlfriends) culture. Draya didn't just date these men; she used the platform to launch Mint Swim and Fine Ass Girls. She turned a messy dating life into a business empire.

The lesson here? Fame is fickle, and relationships in the limelight are rarely permanent. Draya has navigated evictions, restraining orders, and public cheating scandals, yet she’s still here. She’s still relevant.

If you're following her story for the drama, you'll probably get it. But if you're looking for a "happily ever after," the history books suggest it’s going to be a bumpy ride. The best thing anyone can do is keep their own finances separate—something Draya learned the hard way with the Tyrod Taylor situation.

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Next Steps for Followers:
If you want to keep up with the latest, keep an eye on court filings rather than just Instagram. As we've seen with her past, the real story usually comes out in the legal documents long after the "unfollowed" button is pressed on social media. Pay attention to how she manages her independent business ventures now; it's her best shield against the volatility of her high-profile romances.