All About ‘Calabasas Confidential’s Dylan Wolf & His Connection to Bunnie Xo

Dylan Wolf and Bunnie Xo
Netflix / Bunnie Xo / YouTube

What To Know

  • Dylan Wolf starred in Netflix’s reality series Calabasas Confidential.
  • He has a romantic history with costars Jemma Durrant and Emma Medrano.
  • Dylan was recently spotted making out with Bunnie Xo, who is 22 years his senior.

Look out, Harry Jowsey, a new certified loverboy has taken over our Netflix queue. Dylan Wolf recently made a splash in the first season of Netflix’s new reality series Calabasas Confidential, and now he’s making headlines for his PDA with Bunnie Xo, Jelly Roll‘s ex-wife, who is more than 20 years his senior.

Since their recent outing together, Dylan and Bunnie have both addressed their PDA. Are these two actually dating, or was it just a one-off makeout session? They’re setting the record straight about their relationship.

During the first season of Calabasas Confidential, Dylan had notable connections with Jemma Durrant and Suede Brooks. Now it seems like he’s branching outside of the Netflix world. Scroll down to get the latest on Dylan Wolf’s love life.

Who is Dylan Wolf?

Dylan Wolf is a 24-year-old who went to Calabasas High School. Seeing as he’s often found in a cowboy hat, it’s no surprise that Netflix revealed, “Since high school, Dylan has worked hard on bettering himself and becoming a Calabasas cowboy.” With his cowboy boots on, he also claims to be 6’3″. Netflix wasn’t willing to confirm or deny that one…

 

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Are Dylan Wolf and Bunnie Xo dating?

Dylan was spotted kissing podcaster Bunnie Xo, who recently split from husband Jelly Roll after nearly 10 years of marriage. Dylan and Bunnie were seen making out at Jelly Roll’s Nashville bar over the Fourth of July weekend. Bunnie is 46 years old, while Dylan is 24, which gives them a 22-year age gap.

“I just talked to her not too long ago—earlier today,” Wolf told TMZ in an interview published on July 9. “I love Bunnie. She’s great. She’s got a lot going on right now, but I’m here for her, and she’s super sick.”

He added, “At the end of the day, she’s single, she’s young, she’s having fun. Sometimes a cowboy wants to hunt cougars and rabbits.”

As for Bunnie, she revealed on the latest edition of her Dumb Blonde podcast that their PDA moment was “so sweet,” but she’s “not dating anyone” at the moment. “I don’t want to date anyone,” she said. “I am here for fun, baby. I learned a lot of lessons this week, and I’m gonna take it on the chin, because I did this and I take full accountability for it, but that’s all it was… There was a huge group of us out. I wasn’t out on a date.”

She defended her makeout session with Dylan and said that she didn’t regret it. “So what I got kissed under the f**king fireworks? I hope I get kissed under f**king 10 more fireworks shows. But I’m not dating anybody. I do not want to be with anybody. There’s an ice box where my heart used to be. That sh*t is chained up, trust me.”

Before the Calabasas Confidential premiere, Dylan was spotted with Delilah Belle Hamlin, the daughter of Lisa Rinna and Harry Hamlin, in November 2025.

What happened between Dylan Wolf and Jemma Durrant?

Jemma shared, “He didn’t just break my heart. He literally tore me apart.” While the two never officially dated, they did hook up in high school. After having sex with Jemma (it was her first time), he told everyone about it, which resulted in her getting the nickname “Bloody Mary.”

Jemma was somehow able to forgive Dylan years later, and they became friends again by the end of the summer. However, their fling may not be completely over. Jemma was seen sneaking into Dylan’s room at the end of Calabasas Confidential Season 1.

Calabasas Confidential, Season 1, Streaming Now, Netflix

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