If you’ve spent any time on the corner of the internet that obsesses over Black Hollywood, you know the name Ryan Destiny. She isn't just "Keith Powers girlfriend"—she’s his fiancée now. And honestly? The road they took to get here was anything but a straight line. People get so caught up in the "aesthetic" of them—the perfectly coordinated outfits and the way they look like a living, breathing Pinterest board—that they miss the actual grit of their ten-year saga.
It hasn't always been easy.
Most folks remember the heartbreak of 2022. That was the year the internet collectively melted down because a source confirmed to People that the "it" couple had called it quits after four years. It felt final. They said they were focusing on their careers. You know, the usual PR talk. But if you look at where they are today, in early 2026, it’s clear that "final" was just a pause.
The Reality of Keith Powers and Ryan Destiny
They’ve been back together for a while now, and the engagement news that dropped in October 2025 basically broke the server. Keith didn't just throw a ring at her; he’d been planning that proposal for a year and a half. Think about that. While we were all speculating if they were "just friends" at Coachella or the Essence Black Women in Hollywood Awards, he was already plotting the forever move.
The engagement itself happened at the Rosewood Miramar Beach. It was a private, candlelit dinner—very low-key, very them. A violinist named Jeremy Green played while Keith asked the big question. Ryan later told Essence she was "still floating," which, honestly, who wouldn't be?
Why They Split (and Why They Came Back)
Relationships in the spotlight are a nightmare. Period. Keith and Ryan first met back in 2015 at a Teen Vogue party. Ryan later admitted she’d "shamefully" liked him since that first meeting, but they didn't jump into things. They were friends first. That foundation is probably why they survived a two-year breakup.
When they split in early 2022, it wasn't because of some massive scandal or cheating rumor. It was the classic "emerging powerhouse" problem. He was blowing up with The New Edition Story and The Perfect Find, and she was crushing it in Star and Grown-ish. Sometimes you just need to breathe on your own to figure out who you are outside of a "we."
Keith is pretty vocal about his philosophy on this. He told People at the 2025 Cannes Film Festival that he looks at Ryan like "family." He compared their bond to siblings—not in a weird way, but in the sense that you can fight, you can go a minute without talking, but you always come back. That’s a level of maturity you don't usually see in your early 30s, especially in an industry that treats people like they're disposable.
More Than Just a Pretty Face: Who is Ryan Destiny?
Calling her just a girlfriend or fiancée does a massive disservice to her resume. Ryan is a force. If you haven't seen her portrayal of Olympic boxer Claressa Shields in The Fire Inside, you’re missing out.
Interestingly, that movie played a big role in their recent timeline. Keith actually cried watching it. He’s not a crier—Ryan made sure to point that out with a laugh during an interview—but seeing her work affected him that much. He’s been her biggest cheerleader, even going to bat for her against trolls on social media. That’s the kind of energy everyone actually wants, right?
- Born: January 1995
- Breakout: Star (as Alexandra Crane)
- Music: Formerly of the group Love Dollhouse; now a solo artist
- Recent Wins: Starring in The Fire Inside and Oracle
What People Get Wrong About Their "Privacy"
There’s this misconception that they’re secretive. They aren't. They’re just intentional.
Early on, they tried to hide the relationship because they didn't want the weight of everyone’s opinions. Destiny once mentioned that they eventually just wanted to post a picture because they were happy and wanted to shout it to the world. But they’ve always kept the "sacred" stuff off-camera. You won't see them airing dirty laundry on a reality show or doing TikTok dances for clout.
This approach is probably why they’re one of the few couples from that 2017-2018 era of "Young Hollywood" still standing. They navigated the transition from being "the kids" to being established adults in the industry together.
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The Saweetie Connection
Before Ryan, there was Saweetie. It’s a bit of trivia that trips people up. Keith and the "Icy Girl" rapper dated way back in the day—from 2010 to 2014. They were basically kids, just navigating their late teens and early twenties. Keith eventually described that relationship as "toxic" in older interviews, which just goes to show how much he's grown. He’s moved from a place of youthful chaos to a partnership rooted in "intention, patience, and communication."
Wedding Bells in 2026
As of right now, they’re knee-deep in wedding planning. Ryan has been open about the struggle of balancing a skyrocketing career with the logistics of a wedding. They aren't rushing to the altar just to do it; they’re approaching the marriage with the same "teammate" mentality they used to get through their breakup.
They’ve mentioned wanting a small, intimate vibe—maybe even a destination celebration. They also have a dream of having one of their favorite artists perform. Considering their circle includes people like Chloe and Halle Bailey, that’s a very reachable goal.
Lessons from the Keith and Ryan Playbook
What can we actually learn from them? Honestly, it’s about "spinning the block" the right way.
Most people think getting back with an ex is a mistake. Usually, it is. But Keith and Ryan showed that if the reason for the split was "growth" rather than "betrayal," a second chance can actually work. They didn't just slide back into old habits. They spent time apart, solidified their individual careers, and then chose each other again.
It’s about being "more than best friends," as Ryan puts it. It’s about having someone who is your cheerleader when you’re winning and your "family" when things get messy.
Next Steps for Fans
If you're looking to keep up with the couple as they head toward their wedding day, here is how to stay in the loop without falling for the clickbait:
- Watch their work: Supporting their individual projects (like The Fire Inside or Keith’s upcoming film Trip) is the best way to see the "cheerleader" dynamic in action.
- Follow the source: They tend to drop their biggest news directly on Instagram or through exclusive chats with Essence or People. If you see a "breaking news" story from a random gossip blog, take it with a grain of salt.
- Respect the boundaries: They’ve been vocal about being "very private people." The reason they’ve lasted this long is that they don't let the public dictate their timeline.
The story of Keith Powers and his fiancée is a reminder that sometimes, the "one that got away" is just the one who needed a little more time to grow. They’ve turned a decade of history into a foundation for a future, and honestly, that’s a lot more interesting than any "aesthetic" red carpet photo.