Who is Outer Banks’ Madelyn Cline dating? Meet her rumoured boyfriend after Henry Smith split

Madelyn Cline is back as Sarah Cameron in Outer Banks season five, but while Sarah and John B are finally getting their happy ending, people are also curious about Madelyn’s dating life and who her boyfriend is.

The actress’s dating life has been followed almost as closely as her career, with names including Chase Stokes, Pete Davidson and Henry Smith linked to her over the years. So, who has Madelyn Cline actually dated, and who is her boyfriend now?

When did Madelyn Cline and Chase Stokes break up?

Madelyn Cline and Chase Stokes started dating after meeting while working on Outer Banks. They went public with their relationship in 2020, and for a while they were one of the most talked-about young couples in Hollywood.

But they in November 2021. At the time, a source told PEOPLE, “Madelyn and Chase are no longer together,” adding that they had “been trying to work things out privately but broke up a couple of months ago.”

After her split from Chase Stokes in late 2021, Madelyn was briefly linked to Ross Butler in September 2021, though he later said they were “just friends.” She then had a short, on-and-off situation with Zack Bia from late 2021 into early 2022, followed by a more defined relationship with musician Jackson Guthy from mid-2022 until their split in July 2023.

After that, she dated Pete Davidson from around September 2023 to mid-2024, with reports saying they ended things amicably. In 2025, there were unconfirmed rumours linking her to Prince Constantine-Alexios of Greece. And in early 2026 she was briefly linked to Lukas Gage, which she appeared to shut down herself.

Then came Henry Smith, with Us Weekly confirming they were dating in April 2026. But in July 2026, TMZ was the first to report that they had split.

So, who is Madelyn Cline dating now?

 

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A post shared by Michael Reyes (@michaelestates)

As of August 2026, Madelyn Cline is reportedly dating Michael Reyes. He is a California-based real estate executive and agent associated with Carolwood Estates.

The first reports came after Madelyn and Michael were photographed together in Los Angeles in August. According to Cosmopolitan, they were seen having dinner at El Cava in Studio City. Apparently, they shared mussels and white wine. They were also photographed holding hands, kissing and walking a dog together.

That certainly looks romantic, but neither Madelyn nor Michael has publicly confirmed that they are officially boyfriend and girlfriend.

Us Weekly also reported that Madelyn started seeing Michael “shortly after” her split from Henry Smith. A source told the publication, “It’s new but she moved on very quickly.”

The same source said that Michael met Madelyn “through mutual friends” in Los Angeles and that “they are having fun.”

Michael works in luxury real estate and has sold multimillion-dollar properties through Carolwood Estates. He also appears to have connections within Hollywood. It’s been reported that celebrities including Patrick Schwarzenegger, Maude Apatow and Mark Foster have interacted with his Instagram posts. He has also been photographed with John Owen Lowe, the son of actor Rob Lowe.

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