Long before Lexi Kauffman and Ryan Cabrera entered marital bliss, there was one other woman who was synonymous with the “On the Way Down” singer. Alexa Bliss’ husband was the long-time boyfriend of Ashlee Simpson, the sister of Jessica Simpson. In the 2000s, the Simpson sisters were becoming mega reality stars and singers. The world fell in love with the pair of Ashlee Simpson and Ryan Cabrera, and was devastated when the young pair called it quits by 2005. Now that Ryan Cabrera and Alexa Bliss are married, the five-time Women’s Champion is speaking out about Ashlee Simpson. Here’s what Alexa Bliss feels about Ryan Cabrera’s Ex
Who Is Ryan Cabrera’s Ex, Ashlee Simpson?
In the late 1990s and early 2000s, Jessica Simpson took over the world. The “With You” singer starred in the reality show Newlyweds on MTV. This show followed Jessica’s exploits with her then-husband, Nick Lachey of 98 Degrees fame.
During this time, Jessica Simpson became a household name for her outlandish remarks, including asking if tuna was chicken or fish because the can says, “Chicken of the Sea.”
Jessica Simpson’s career was managed by her father, Joe Simpson. Joe Simpson was trying to build a portfolio of musicians that included his daughter, Ashlee, and Ryan Cabrera.
Riding the success of multiple seasons of Newlyweds, Joe Simpson got MTV to pick up another reality show featuring his other daughter. Ashlee Rocks Ryan’s World featured Ashlee creating her album with the help of her friend, Ryan Cabrera.
However, the two fall in love, making for some riveting television. Unfortunately, for fans of the show, Ashlee Rocks Ryan’s World only lasted one season as the couple broke up by 2005.
As Ashlee Simpson and Ryan Cabrera were breaking up, their careers were taking off. Both had hit songs, with Ryan Cabrera’s “On the Way Down” taking over airwaves and Ashlee Simpson’s “Pieces of Me” becoming a teenage anthem.
What Happened to Ashlee Simpson?
Ashlee Simpson’s rocket to the top fizzled out as fast as it rose. After the cancellation of her reality show, she was caught lip-syncing on Saturday Night Live. In what became a viral moment before viral was even a thing, Ashlee’s backup track started skipping. Instead of singing, Ashlee broke out into a jig before leaving the stage. This moment pretty much ended the star’s career.
A few years later, Ashlee Simpson married Pete Wentz of Fall Out Boy fame. Pete Wentz and Ashlee Simpson got married in May 2008 and had their son in November. The pair divorced in 2011.
In 2014, Ashlee Simpson married Evan Ross, the son of Diana Ross. The couple has two more children together. Ashlee seems happy out of the spotlight, though she recently performed a concert in Las Vegas.
While Ashlee Simpson was Ryan Cabrera’s first love, things ended amicably. In fact, the two are still friends to this day. Ashlee even attended Alexis Bliss and Ryan Cabrera’s 2022 wedding!
How Did Alexa Bliss and Ryan Cabrera Meet?
While Ashlee Rocks Ryan’s World was seemingly Ryan Cabrera’s swan song for reality TV, he still stayed in the loop with other stars. Over the years, Ryan Cabrera became very close friends with The Miz. In fact, The Miz introduced Ryan Cabrera to self-professed fan, Alexa Bliss, in 2019.
Alexa is no stranger to reality TV herself. She was cast in Total Divas in 2017. The multi-time Women’s Champion and Ryan also appeared in several episodes of The Miz’s reality show, The Miz & Mrs., which also featured Maryse.
Alexa and Ryan have a daughter named Hendrix Rouge. The two are very happy with one another, and Alexa feels no concerns about Ryan Cabrera’s ex.
Ryan Cabrera Is Still Friends with Ashlee Simpson
It’s all love in the Cabrera household. People recently spoke with Ryan Cabrera about his relationship with Ashlee Simpson. Alexa Bliss’ husband confidently stated that he and Ashlee are “definitely friendly.”
The “True” singer told the mag:
“I still pop by and see her mom at the showroom, and they have presents for Hendrix, our daughter.
Everybody just roots for each other.
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.”
Ryan Cabrera also noted that he had been friends with Evan Ross for a long time. He was glad to see him and Ashlee end up together. The couple attended the Cabrera’s wedding ceremony in 2022. Ryan Cabrera then doubled down on the friendship with Ashlee Simpson, saying, “Alexa loves Ashlee.”
Alexa Bliss Loves Ashlee Simpson
After Ryan Cabrera declared that his wife loves his ex-girlfriend, this quote started making the media rounds. The average person might get jealous or uncomfortable by this proclamation. Not The Goddess.
She backed her husband up by declaring that she indeed loves Ashlee Simpson:
Alexa Bliss is no stranger to dating friends. She was once in a long-term relationship with Buddy Murphy. The two adopted what they thought was a teacup big. However, their four-legged baby turned out to be a full-grown pig named Larry-Steve.
The two co-parented Larry-Steve until they broke up. While Buddy Murphy moved out, he still remained close to Alexa and the pig. Alexa also remained a big fan of Murphy, lending support to him on social media when he’d have a good match or get inserted into an exciting new storyline.
These days, Buddy Murphy is in AEW, but he’s married to WWE’s Rhea Ripley. Rhea and Alexa just teamed up victoriously at Survivor Series: War Games. So, Alexa is not one to hold grudges against people being friends with their exes!
That’s why Alexa has been such a significant influence on Charlotte Flair. Charlotte’s ex-husband, Andrade, recently spoke out about his role in the power couple’s love ending in divorce.