Who Is ‘Calabasas Confidential’ Star, Dylan Wolf Dating? Spat With Suede And Romance With Delilah

Calabasas is the home of many reality TV series and the home ground of The Kardashians. Their fame is what introduced the world to the city’s luxurious homes, shopping centres, and influencers’ lifestyle, and now, taking it a step further is the new Netflix series, Calabasas Confidential. However, with the new show comes new drama, and at the centre of it all is Dylan Wolf, who is making his “bad boy” comeback to the town.

Dylan Wolf, who recently made headlines for a PDA-filled outing with Lisa Rinna’s daughter, Delilah Hamlin, has now stirred up some more drama among his former high school classmates when he begins dating the new girl in the group. The Malibu cowboy who spends his off-time working on a ranch and bull-riding in local rodeos lives up to his player reputation in the early episodes of Calabasas Confidential. How? Let us catch you up.  

Dylan Wolf stirs the drama pot in Calabasas Confidential

Calabasas Confidential is aiming to become Gen Z’s new favourite reality TV hit show. However, that also means the show features today’s dating culture to its very core. And representing all the players and bad boys out there is Dylan Wolf, who created headlines as soon as he joined the cast. The man has been making headlines following his fraught situationship with Jemma Durrant back in high school and his arm-in-arm return with their former classmate, Emma Medrano, before shifting his focus to influencer, Suede Brooks. 

His player image immediately earns him the title of “Douchebag Dylan” from Jemma Durrant. However, it seems life after filming for Season 1 ended, and his relationship with Suede Brooks didn’t work out. Dylan Wolf found himself in the arms of Lisa Rinna’s daughter, Delilah Hamlin, who was not a cast member on the show. The two were photographed together last fall, but there haven’t been many sightings since then. So, is Wolf still dating the model? Let’s find out.

Is Calabasas Confidential fame, Dylan Wolf, dating Delilah Hamlin?

Calabasas Confidential fame, Dylan Wolf, Lisa Rinna and Harry Hamlin’s eldest daughter, Delilah Hamlin, sparked romance rumours after they were photographed together. For the unversed, it was back in November 2025, when the two were spotted holding hands with each other on a coffee date. According to a report by Just Jared, Wolf was even seen kissing the model’s forehead. Jemma Durrat also reacted to Wolf’s ex-situationship and Calabasas Confidential co-star, telling DECIDER over a recent Zoom interview. She said:

“Good luck to her. That’s her problem now.”

However, are they still together? In a conversation, Dylan Wolf called Delilah Hamlin a lovely person and described their romance as completely unexpected. However, he also confirmed that they were no longer seeing each other and was quoted as saying:

“She’s a lovely lady. That kind of just happened out of the blue over the summer, as well. We’re no longer tied together. That was just kind of short-lived. But it was great, and all the best to her and her family. They’re lovely people.” 

Is Calabasas Confidential fame, Dylan Wolf, dating anyone?

It appears that whether Dylan Wolf is dating someone is unclear at the moment. As we saw in the show, Calabasas Confidential, his checkered past with Jemma Durrant bled into his situationships with both Emma Medrano in early episodes and Suede Brooks as the season went on. However, with both of those romances running their course, it seems that Wolf might be focusing on himself these days.

image credit: Netflix, Backgrid

What are your thoughts on Calabasas Confidential star, Dylan Wolf’s dating life? Let us know.

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