Celebrate the Heart of Country, Americana, and Roots Music!

Drop Us A Line, Y'all

Y'all interested in advertising, partnering up, contributing stories, joining our team, or just got a question? Well, don't be shy, drop us a line!

Follow Us

Dierks Bentley and wife Cassidy Black’s Long Winding Road to Love

Dierks Bentley and wife Cassidy Black Love Story
by
  • Arden is a Senior Country Music Journalist for Country Thang Daily, specializing in classic hits and contemporary chart-toppers.
  • Prior to joining Country Thang Daily, Arden wrote for Billboard and People magazine, covering country music legends and emerging artists.
  • Arden holds a Bachelor of Arts in Journalism from the University of Tennessee, with a minor in Music Studies.

Dierks Bentley and wife Cassidy Black have been married for 15 years now, but the road before they said “Yes, I do” was a long and winding one. The couple met way back in middle school and then started an on-and-off relationship. But once they finally realized that they were each other’s soulmates, everything just clicked into the right place and the right time.

So, let’s take a look back at their journey from the day they met to their struggles as a couple to the day that changed their lives forever. 

First Chapter: ‘Right place, wrong time’

Dierks Bentley met his future wife, Cassidy Black, at Ingleside Middle School in Phoenix, Arizona. The two attended eighth grade together, and according to one interview with Bentley, he confessed that he felt he wasn’t cool enough for Black back then. He was immature and very much loved getting into trouble, like drinking beer and blowing things up. 

When they started high school, the two remained within each other’s orbit. Bentley actually dated Black’s best friend (and Black reportedly dated his best friend as well), but things didn’t work out well between them, and they had to end the relationship. Eventually, Bentley and Black ended up together and started dating. 

Bentley decided to pursue country music at the age of 19 and move to Nashville. On the other hand, Black went across the country to San Francisco, where she got a job at an advertising firm. They had an on-and-off relationship, and the couple often questioned whether they were right for each other. Throughout the relationship, they experienced a lot of ‘right place, wrong time’ setbacks. 

But Bentley was still definitely smitten with her, sending Black what he called in retrospect ‘over the top’ love letters. (Black definitely kept those letters as she jokingly said she could sell them on eBay.) Then in 2005, Bentley successfully made a name in the industry and found himself opening for Kenny Chesney and George Strait

And it was during one of these tours that they finally knew that they were really for each other. No doubts. 

Black showed up at George Strait’s Las Vegas concert, where Bentley opened up for her. When he saw her walking towards his tour bus, he just knew. As for Black, she confessed that she had a weird feeling right when he saw him, and she cried when she said goodbye. 

Shortly after, in December of 2005, the couple got engaged. And Bentley wasted no time at all and asked Black to elope with him to Mexico the next day. And he already picked out her wedding dress. So Dierks Bentley and Cassidy Black exchanged vows in a beautiful and private ceremony in a little chapel in Mexico. 

Who Is Dierks Bentley’s wife, Cassidy Black?

Just like any country music singer, Dierks Bentley drew a lot of inspiration for his songs from real-life experiences and the people around him. And two of the Dierks Bentley songs that became hits – “Woman, Amen” and “Black” – were both inspired by the love of his life, Cassidy Black. 

Cassidy Black was born on September 6, 1975. There was no information about her family and her childhood except that she attended Ingleside Middle School along with her now-husband, Dierks Bentley. And she decided to keep things private even after being married to the world-famous country star. She doesn’t have any public social media platforms, although a lot of fans loved to see more of her. 

Although she is very private, Black never failed to support Bentley, and she has been by his side in numerous Red Carpet appearances. She also appeared in the music video of “Black,” a song named after her, where they shot in the chilly Black Sand Beach in Iceland. She is also known as a professional charity runner. Her first marathon was the 2014 Boston Marathon, and three years later, she joined again and finished it within 3 hours and 26 minutes. 

Aside from that, she also co-owns a chain of salons in Nashville named The Dry House.

Second Chapter: Meet Dierks Bentley’s Children

The couple was blessed with three lovely kids – Evelyn Day, Jordan Catherine, and Knox. And they’re definitely proud parents. 

Evelyn Day, their oldest daughter, was born on October 4, 2008. She is now 12 years old, and it looks like she definitely got the music gene with her wonderful voice that Bentley showcases on his Instagram. She is also no stranger to performing on big stages with her dad and even on smaller locations. 

And then, on Christmas day of 2010, they welcomed their second child Jordan Catherine. She is pretty much out of the limelight, but she sometimes pops on his dad’s Instagram just having a good time with him. 

Three years later, on October 9, 2013, the couple finally welcomed a boy into the family. Knox, who is now seven years old, is following in his dad’s footsteps when it comes to adventure and hockey. And if you’ve watched Bentley’s official “Livin’” music video, then you definitely saw him already as he co-starred in it. 

Needless to say, the family looks tight-knit and are busy enjoying their life together. 

Third Chapter: Making Up for Lost Time

Last spring break, the family went to Colorado to spend some time. But as the pandemic worsened and the restrictions became even more strict, the family decided to stay in Box Canyons. 

He returned a few times to Nashville for work, but he was really trying to maximize his time with his family to bond with them. In an interview, Bentley said that he wanted to make up for the lost time after being on tour for 18 years and being away from them every weekend. Now, he would ride his bike with his kids to school. He even put a camper on the back of his 1994 Chevy, and Dierks Bentley and his wife Cassidy Black, along with their three kids, went camping almost every weekend. 

Latest Stories

Dolly Parton + 9 to 5

Why Dolly Parton’s “9 to 5” Became Every Working Woman’s Anthem

In a world where work can sometimes feel like a treadmill you can’t get off, Dolly Parton’s song “9 to 5” came along like a cool breeze on a hot ...

Noah Kahan’s "Stick Season" Meaning Goes Beyond New England’s Borders

Noah Kahan’s “Stick Season” Meaning Goes Beyond New England’s Borders

There’s something hauntingly beautiful about the time between fall and winter in New England—a period when the vibrant colors of autumn fade, leaving behind the stark, bare branches that give ...

Dallas Moore Facts: What You Need to Know About the Country Singer 

Who is Dallas Moore? The Man Behind the Music

If you’ve been anywhere near the country music scene lately, you’ve probably heard the name Dallas Moore. But who is he really? Beyond the gruff voice, the outlaw persona, and ...

Flashback: Emmylou Harris’ Rendition of “Wayfaring Stranger” Will Give You the Chills

Flashback: Emmylou Harris’ Rendition of “Wayfaring Stranger” Will Give You the Chills

Great artists, such as Johnny Cash, Burl Ives, and Joan Baez, have already covered the spiritual classic “Wayfaring  Stranger,” but only one version has become a chart-topper. With her crystalline ...

Chris Young impresses with “Don’t Close Your Eyes” cover at the Grand Ole Opry

Chris Young impresses with “Don’t Close Your Eyes” cover at the Grand Ole Opry

“Let yesterday go,” Chris Young passionately sang Keith Whitley’s “Don’t Close Your Eyes” at the Grand Ole Opry on October 11, 2011. Known for his chart-toppers like “I’m Coming Over” ...

Aretha Franklin's Optimism and Spiritual Resistance in Her Solo Track "Mary Don't You Weep"

Aretha Franklin’s Optimism and Spiritual Resistance in Her Solo Track “Mary Don’t You Weep”

Aretha Franklin’s 1972 live album “Amazing Grace” features her track “Mary Don’t You Weep,” which highlights her proficiency in disseminating biblical beliefs and spiritual contemplations through the composition of music. She ...

Elvis Presley’s Moving Cover of “If We Never Meet Again”

Elvis Presley’s Moving Cover of “If We Never Meet Again”

In 1960, country legend Elvis Presley released a moving cover of the hit song “If We Never Meet Again” featuring artists The Jordanaires.  Written by Albert E. Brumley, the song ...

Mo Pitney Leaps into Love's Uncertainties in "Take the Chance"

Mo Pitney Leaps into Love’s Uncertainties in “Take the Chance”

Mo Pitney’s debut album, Behind the Guitar, was released on October 7, 2016. It features the song “Take the Chance,” which highlights the importance of courage in having a romantic ...

Laine Hardy Wins American Idol After Performing Hank Williams’ Classic Hit “Jambalaya (On the Bayou)”

Laine Hardy Wins American Idol After Performing Hank Williams’ Classic Hit “Jambalaya (On the Bayou)”

Laine Hardy wowed everyone with his amazing performance of Hank Williams’ classic hit song “Jambalaya (On the Bayou)” during the American Idol 2019 Finale, which earned him the title for ...

Mahalia Jackson Reflects the Immense Greatness of God in “Somebody Bigger Than You and I"

Mahalia Jackson Reflects the Immense Greatness of God in “Somebody Bigger Than You and I”

Mahalia Jackson’s version of “Somebody Bigger than You and I” from her 1960,  album “I Believe” emphasizes humbleness and the need to perceive that our actions and achievements in life ...