Ryan Destiny & Keith Powers: The Love Story That Took Its Time and Stole Our Hearts

The Breakdown: Ryan Destiny and Keith Powers' dating timeline is a journey of love, growth, and reunion. From their first meeting in 2015 to their public romance, breakup, and love again, their relationship has been an example of mutual respect and deep connection. After three years apart, Ryan and Keith are officially back together, proving that sometimes love truly comes full circle.

We’ve all heard the phrase: If something leaves and doesn’t come back, it wasn’t meant to be. But if it does come back, it was meant to be. The same idea applies to Ryan Destiny and Keith Powers’ dating timeline. Sometimes, life gets busy, and taking a break is necessary to focus on what truly matters and reset. Let’s dive into their relationship over the years.

Ryan and Keith met in 2015 at a Teen Vogue party. Keith shared on The Real Daytime Show that he approached Destiny, introduced himself, and asked how she was doing. She responded by saying, "Hey, I’m Ryan." From there, the two became friends and communicated on social media, and as their attraction grew, they started hanging out discreetly.

At first, they tried to keep their relationship private for obvious reasons — they didn’t want the media in their business or for it to overshadow their hard work as newcomers in the industry, both building a name for themselves.

In 2018, Ryan and Keith made their first public appearance at the BET Awards. Naturally, rumors started, and fans were eager to know if these two beautiful people were officially together. However, there was no confirmation at the time that they were romantically involved.

It wasn’t until 2019 that the two made their relationship public. They frequently posted each other on social media and showed support for each other’s projects. The couple was also featured together in various brand campaigns and magazines, including Calvin Klein’s “Cool Jeans” ad in January 2021.

Fans loved every moment of it — not only because they made an attractive couple but also because their genuine connection was seen and felt, even through a screen.

After four years together, our favorite couple called it quits. There was no drama, no bad blood — just mutual respect for one another. They remained friends and took time to focus on their growing careers, which made sense. Sometimes, love and expectations can interfere with the bigger picture.

Despite their breakup, Ryan and Keith were still seen together—sometimes in the company of friends and other times just the two of them.

They were spotted at events like the Essence Black Women in Hollywood Awards, Keith’s birthday vacation with family and friends, Victoria Monét’s Jaguar II release party, and more. Naturally, this had fans raising their eyebrows, wondering if they were secretly back together. However, from 2022 to 2024, there was no confirmation that they had gotten back together.

After three years apart, our favorite couple is back together! During an interview at the premiere of her movie, The Fire Inside, Ryan Destiny expressed her gratitude for Keith, calling him her cheerleader. She also let the world know that he is her best friend — but quickly clarified that they’re more than best friends, officially confirming that they are back together!

We’re always here for a great love story! Ryan Destiny and Keith Powers’ dating timeline is a testament to finding your person — someone who is your homie, lover, and friend. Over the years, whether they were together or not, they maintained mutual respect and continued to support each other. In the end, love won. Cheers to the happy couple!