Miley Cyrus Has Dated Some of Hollywood’s Hottest Stars Over the Years: See Her Relationship History

Tyler Posey

First love is always so sweet! Back in 2015, the Teen Wolf star revealed that Miley was actually his first kiss. The two met when Tyler was filming a TV show with Miley’s dad, Billy Ray Cyrus, in the early 2000s. “We kinda became ‘boyfriend and girlfriend,’ and we shared one kiss, one time,” he revealed on the Today show.

Dylan Sprouse

The star also had a short-lived fling with fellow Disney Channel star Dylan Sprouse. “We met at her set, I believe, and we dated. And then Nick Jonas walked by and it was over,” he told Jimmy Kimmel back in 2008. Ah, young love.

Nick Jonas

~Niley~ was the star’s first relationship that really made waves. The two were teen royalty when they first started dating in June 2006, and their relationship lasted for a year and a half before they called it quits in December 2007, inspiring Miley to write her famous hit “7 Things.”

Justin Gaston

Despite her heartbreak, she didn’t take long to move on, though, setting her sights on the older underwear model. OK, OK, Justin Gaston is not just an underwear model, he also competed on the reality show Nashville Star the same year Billy Ray hosted. Despite their five-year age difference, the couple made it last for nine months before splitting.

Avan Jogia

After the star’s split from Liam came her wildin’ out phase, and during that time, she was caught kissing fellow child star Avan Jogia at her birthday party in November 2010.

Kellan Lutz

In December 2013, she was linked to Twilight star Kellan Lutz when Us Weekly reported they were hooking up. “They really enjoy each other’s company,” a source said. “It doesn’t hurt that he’s Liam’s pal.”

Jared Leto

A few months later, she moved onto fellow singer Jared Leto. A source spilled to Us Weekly that neither of the celebs took the relationship too seriously, but revealed they both “like to have a good time.”

Mike WiLL Made-It

By June 2014, Miley had started dating one of her music producers after they worked together on her album Bangerz. “Everybody in her circle knows they’ve been together this whole time,” a source told Us.

Patrick Schwarzenegger

Later that year, the “Party in the U.S.A.” singer started seeing actor Patrick Schwarzenegger. The couple dated for five months before splitting in April 2015.

Stella Maxwell

The first woman that Miley was publicly linked to was model Stella Maxwell, who also dated Kristen Stewart. The two were seen making out in July 2015, but kept it casual. “I’m 22, I’m going on dates, but I change my style every two weeks, let alone who I’m with,” she told Elle U.K.

Liam Hemsworth

Nicholas Sparks’ movie The Last Song may have brought Miley and Liam together, but their relationship lasted way longer than the film’s run in theaters. The two got engaged in May 2012, two years after the film’s premiere, but they split in September 2013. By 2015, the duo resumed their romance and engagement and married in December 2018. While they split just one year later, Miley still has positive thoughts about her ex-husband and how he inspired her single “Malibu.”

“Today is the 4 year anniversary of Malibu,” Miley wrote via Instagram on May 11, 2021. “A song about a place and person that at the time I loved very much. That love was reciprocated beyond what I could describe here with freedom & escapism.”

Kaitlynn Carter

The “Can’t Be Tamed” star wasn’t slow to move on, though. Pretty much the same day that the news broke of her split, the star was seen kissing the also-recently-single Kaitlynn on an Italian beach in August 2019. The pair dated for about a month before breaking things off.

Cody Simpson

Miley began dating Cody two months after her split from Kaitlynn. While people expected it to be a quick rebound, they actually dated for nearly a year before calling it quits in August 2020.

Maxx Morando

Although the pair have yet to publicly comment on their relationship, a source told In Touch in February 2022 that Miley “calls him her soulmate.”

“After taking some time out to focus on her music and find inner peace, she feels [she’s] in a good place to be in a relationship and is really into him.” the insider continued.

The pair attended the Gucci “LOVE PARADE” fashion show together in November 2021 but were seemingly friends at the time. They were spotted again in March 2023 posing for photos at the Versace Fall Winter 2023 fashion show in Los Angeles. 

Maxx later revealed that he collaborated with his girlfriend on her latest album, Endless Summer Vacation. 

“Produced ‘Handstand,’ co produced ‘Violet Chemistry,’ [sic]” he wrote via Instagram alongside the album cover.

When will Miley and Max go public? We’ll have to wait and see!