Ryan Cabrera Shares Friendship with Ex Ashlee Simpson: His Wife Has Warm Feelings Too

Alexa Bliss and Ryan Cabrera in October 2022 in New York City; Ashlee Simpson.
Credit :

Jamie McCarthy/Getty; Charles Sykes/Bravo/Getty

NEED TO KNOW

• Ryan Cabrera and ex Ashlee Simpson remain on good terms.
• “We have such a great history and nobody has anything bad to say about each other because we’re all just happy that everybody’s happy,” says Cabrera.
• Cabrera and Simpson famously dated in 2004.

Ryan Cabrera and ex Ashlee Simpson Ross continue to maintain a positive relationship. The “On the Way Down” artist, now 43, spoke about their ongoing friendship, emphasizing their shared history.

“We’re definitely friendly,” Cabrera remarked regarding Simpson Ross, who is now 41. He added, “My wife [Alexa Bliss] loves her.”

Cabrera, who performed alongside Simpson during her MTV reality series in 2004, noted that he and Simpson Ross’s husband, Evan Ross, have a long-standing friendship. Additionally, he remains close with Simpson Ross’s mother, Tina Simpson.

“I still pop by and see her mom at the showroom, and they have presents for Hendrix, our daughter,” he said. “Everybody just roots for each other,” he added, reflecting a familial atmosphere surrounding their lives.

Ashlee Simpson and Ryan Cabrera in Miami in August 2004.

J. Merritt/FilmMagic

Cabrera expressed a sense of joy regarding their mutual support, stating, “We have such a great history and nobody has anything bad to say about each other because we’re all just happy that everybody’s happy. Everyone’s got a beautiful family now. We’ve all grown up and get to see everybody thriving, and we love that.”

Both Simpson Ross and Evan Ross attended Cabrera’s wedding to Bliss in April 2022. “It’s a very fun, happy, healthy environment,” Cabrera mentioned. “And it’s exciting when you can see somebody from your past and root for them and watch them do well.”

Cabrera and Simpson Ross’s relationship garnered attention in 2004 during her MTV reality show. Their connection was further highlighted when Simpson appeared in Cabrera’s debut music video for his single “On the Way Down.”

Following their breakup, Simpson Ross has consistently praised Cabrera, describing him as a “great guy.”

Simpson Ross was previously married to Pete Wentz from 2008 to 2011, with whom she shares a son, Bronx, now 17. She later married Evan Ross in August 2014 and has two children, Jagger, age 10, and Ziggy, age 5, with him.

Cabrera, who married Bliss in April 2022, shares a 2-year-old daughter, Hendrix Rouge, with her.