Miley Cyrus hasn’t been shy of lip-locking with guys and girls, twerking on literally anyone, and generally showing too much PDA. Her relationships have been scrutinized, her every date publicized, and her love life has literally been a fairytale rollercoaster.
From a tween romance with a Jonas brother to a true love story with a movie star, this pop girlie has had her fair share of heartaches. After kissing a few frogs, she found herself back in the arms of her one true love, which only resulted in a disastrous divorce and media frenzy (looking at you, Liam).
But now, it seems Miley’s got herself a good man, and we can only hope he’s her forever love. So, just for memory’s sake, we want to look back at the star’s list of boyfriends (and girlfriends). Who stole her heart before Maxx Marando? Scroll down for Miley Cyrus’ dating history!
Who is Miley Cyrus dating now?
As of late 2025, Miley Cyrus is engaged to musician Maxx Morando, her boyfriend since 2021. The pair made it official after years of quietly dating and keeping their relationship low-key. More below!
Miley Cyrus’ Relationships In Order
Jump to:
- Tyler Posey
- Dylan Sprouse
- Nick Jonas
- Thomas Sturges
- Adam Sevani
- Justin Gaston
- Avan Jogia
- Liam Hemsworth
- Justin Bieber
- Josh Bowman
- Kellan Lutz
- Mike Will Made It
- Jared Leto
- Patrick Schwarzenegger
- Stella Maxwell
- Liam Hemsworth (again)
- Kaitlynn Carter
- Cody Simpson
- Maxx Morando
Ex: Tyler Posey
Who is He? Actor
Dated In: 2000 – 2002
You know what they say — you never forget your first kiss!
These young lovebirds first met on the set of the medical drama Doc when they were just 9 years old, where they shared their very first kiss (adorable, I know). Even though they were tiny humans, their cute little relationship turned into a core-memory moment.
According to ET Online (via Yahoo), Tyler said he and Miley were “boyfriend and girlfriend” for two years. “I would get excited when we would hold hands,” he said. “We were both goofy and she was really loud, sweet, and funny — just a really cool kid.”
Ex: Dylan Sprouse
Who is He? Actor
Dated In: 2006
This Disney romance was great while it lasted. Miley and Dylan met on the set of That’s So Suite Life of Hannah Montana, but their short-lived romance ended sooner than expected.
Sadly for the famous twin, Nick Jonas happened to walk past and steal young Miley’s affection. “We met on her set, I believe, and we dated,” Sprouse told Jimmy Kimmel. “And then Nick Jonas walked by and it was over!” Boy didn’t even stand a chance.
Ex: Nick Jonas
Who is He? Singer
Dated In: 2006 – 2007 & 2009
This teen heartthrob swooped Miley off of her feet and together they became the most popular Disney couple to date — yup, ‘Niley’ was a thing! But sadly, the pressure of a relationship so young got in between them.
Constant fighting stopped Nick Jonas and Miley Cyrus from being happy, forcing them to live an on-again, off-again relationship for two years until they officially called it quits in 2009.
Talking about her relationship with the Jonas brother, Miley told People that the pair “became boyfriend and girlfriend the day we met.” She added, “Nick and I loved each other…For two years he was basically my 24/7. But it was really hard to keep it from people. We were arguing a lot, and it really wasn’t fun.”
Ex: Thomas Sturges
Who is He? Music Producer
Dated In: 2007 – 2008
Teen romances are already chaotic enough. Now add a rising pop star and her producer’s son into the mix. Yep, Miley and Thomas Sturges first crossed paths during her Hannah Montana era, thanks to Thomas’ mom producing Miley’s second album.
The two were basically glued together… until those infamous couch “canoodling” pics leaked and sent the press into meltdown. Overnight, Miley had to protect her squeaky-clean Disney image (which, let’s be real, didn’t stay squeaky for long) and the duo called it quits.
Rumored Ex: Adam Sevani
Who is He? Actor
Dated In: 2008
These young actors shared a series of dance-offs via YouTube back in 2008. Battling it out in the public eye, it seemed that Miley and Adam were quite fond of each other. After they were photographed bike riding together, fans started to speculate if the pair were dating.
Neither of them ever confirmed the dating rumors, but just a few years later, they reunited on-screen in LOL (2012)… which only fueled the “something definitely happened here” theories even more.
Ex: Justin Gaston
Who is He? Singer, Songwriter, Model
Dated In: 2008 – 2009
After meeting on Billy Ray’s reality show Nashville Star, Miley and Justin Gaston were basically dating by the next commercial break. People had thoughts about their age gap (she was 15, he was 20), but Miley told Ryan Seacrest, “he’s a really great Christian guy. He’s gone through stuff, and I’ve gone through stuff… I think it’s really awesome that we kind of have that in common, that we can talk about it and we understand.”
But sadly, this short romance came to an end after just nine months. Miley was in shambles after the split, telling her Twitter fans that “tears are words the heart can’t express.” Poor Mils!
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Ex: Avan Jogia
Who is He? Actor
Dated In: 2010
Then came the Avan Jogia era. Romance rumors went wild after pics dropped of the two locking lips at Miley’s 18th birthday party.
The two never officially confirmed a breakup (or the situationship in the first place), but Miley popping up soon after with a new man — Liam Hemsworth — pretty much said it all. Bye Avan, hello Aussie heartthrob.
Ex-Fiance: Liam Hemsworth
Who is He? Actor
Dated In: Jan 2010 – Sep 2013
And speaking of Liam… this is where the saga truly begins. Miley and Liam met on the set of The Last Song in 2010 and instantly became the perfect match. They were kissing, they were matching vibes, they were it. Until, well… they weren’t.
Between breakups and makeup seasons, Liam eventually proposed in 2012 and Miley said yes. Sadly, the dream fizzled after a year when Miley was convinced he’d been “less than faithful to her” (Liam’s rep strongly denied rumors of anything going on with January Jones).
Ah, the Miley + Liam timeline… forever chaotic, forever iconic.
Rumored Ex: Justin Bieber
Who is He? Singer
Dated In: 2010
The internet collectively lost its mind when those Miley and Justin Bieber dating rumors started. The Wrecking Ball and Purpose singer getting dinner together in 2010 (while she was in her on-again/off-again era with Liam)? Yeah, Smilers and Beliebers went feral.
But according to them, the date was nothing out of the ordinary. Bieber joked to cameras that Miley was “having fun with me.” They apparently got together to discuss “a side project” (aka, Overboard).
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Ex: Josh Bowman
Who is He? Actor
Dated In: 2011
Miley obviously had a thing for co-stars back in the day. After meeting on the set of So Undercover and in between her on-and-off relationship with Liam Hemsworth, Miley and Josh Bowman were spotted canoodling at a park in Los Angeles.
But Miley shut it all the way down on Today, saying: “I’m dating nobody! We’re at the park sitting together! We’re really good friends and he takes really good care of my dog.”
Rumored Ex: Kellan Lutz
Who is He? Actor
Dated In: December 2013 – January 2014
Then came the Kellan Lutz chapter, aka the fling that was over before it even began. In late 2013, word spread that Miley and Kellan were “hooking up,” but apparently their “hectic schedules” killed the vibe quick.
The twist? Kellan was Liam’s longtime friend, which made the whole thing even messier. He denied everything, saying: “Are we dating? No… I’m happily single. I’m not [looking] right now… I’m enjoying life and traveling quite a bit… There’s no real time to find the one.” (Translation: absolutely not.)
Rumored Ex: Mike Will Made It
Who is He? Rapper, Producer
Dated In: Sep 2013 – June 2014
Miley’s Bangerz era was a wild time. Fans were convinced Miley and her producer Mike Will Made It were more than just collaborators after the two were photographed hugging and partying.
But his team shut the rumors down fast, telling E! that they just work “closely professionally and it is all about the music.” So Miley wasn’t mixing business with pleasure… just giving us hits.
Rumored Ex: Jared Leto
Who is He? Actor and Singer
Dated In: February 2014
What a wild pairing this would have been! In 2014, it was rumored that Miley and Jared Leto were friends with benefits and hooking up behind closed doors.
Hollywood Life even claimed they “genuinely care[d] about each other,” but the timing wasn’t timing, and the relationship was over. With Miley touring and Jared working on the DC movie Suicide Squad, the flame slowly fizzled out.
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Ex: Patrick Schwarzenegger
Who is He? Actor
Dated In: November 2014 – April 2015
Patrick Schwarzenegger was peak rebound energy for Miley, happening right after she called off her engagement to Liam Hemsworth. Fun fact? Patrick had been manifesting this since 2011 when he said, “My eye, though, is set on Miley.” Manifestation worked, because a few years later the two had a confirmed fling.
But the romance didn’t last long. Their relationship flatlined the second photos surfaced of Patrick getting cozy with another girl on vacation. Miley exited the chat immediately.
Rumored Ex: Stella Maxwell
Who is She? Victoria’s Secret Model
Dated In: July 2015
After enough heartbreaks courtesy of men, Miley switched it up and started dating Victoria’s Secret model Stella Maxwell. They were spotted kissing, but Miley refused to let anyone slap a label on it. She told Elle: “I’m very open about it—I’m pansexual. I’m 22. I’m going on dates, but I change my style every two weeks, let alone who I’m with.
“Stella’s awesome, but as soon as you hang out with someone, you get labelled as in a relationship. And I’m like, you can’t just assume that everyone I’m sitting at dinner with is a date. It’d be like we’re on a date right now.”
Ex-Husband: Liam Hemsworth
Who is He? Actor
Dated In: Reconciled in April 2016 – Aug 2019
After a long string of meh relationships, Miley and Liam found their way back to each other in 2016. From sharing pets together, to singing in the car together, these two were the it couple for a number of years.
2018 finally brought on wedding bells, but after just eight months of marriage, the couple got divorced, citing “irreconcilable differences.” Rumor has it, Miley was tired of Liam’s “partying” ways. The end of an era.
Ex: Kaitlynn Carter
Who is She? Blogger
Dated In: August – September 2019
In the same month of announcing her split with Liam, Miley was spotted kissing blogger, and Brody Jenner’s ex, Kaitlynn Carter.
The popstar’s never been shy to publicize her interest in girls, but this celebrity sighting kicked up a storm simply because it happened too soon after her relationship with Liam.
They apparently broke up just one month later, because Miley wasn’t ready for a “serious relationship.”
Ex: Cody Simpson
Who is He? Singer
Dated In: October 2019 – August 2020
Just a few weeks after her fling with Kaitlynn, Miley found love in one of her oldest friends, Cody Simpson. Fans were shocked to see the singer moving on so quickly, but it seemed to be a serious affair.
After being spotted kissing and following Cody’s Instagram post calling her “baby,” the duo didn’t shy away from showing off some more PDA with a steamy Instagram video.
Almost a year later, Miley and Cody split, but stayed friends. Miley reportedly said: “Right now, two halves can’t make a whole and we’re individually just working on ourselves to become the people that we wanna be.”
Fiancé: Maxx Morando
Who is He? Musician
Dated In: December 2021 – Now
By 2021, Miley was quietly seeing Liily drummer Maxx Morando after they attended a Gucci show together and were filmed dancing backstage. The chemistry? Obvious.
In early 2022, a source told E! that they were an item: “She’s happily dating Maxx. It’s official between them.” Soon after, they were spotted kissing and even hit the Versace show hand-in-hand in 2023.
And then… the Smilers win of the decade: in December 2025, Miley and Maxx finally got engaged. Pop culture history restored!
This controversial celeb hasn’t been shy of a kiss or two, but it’s safe to say, she’s kissed all the frogs to finally find her prince.
Do you think Miley is well-suited to Maxx Morando? Or is Liam is her true soulmate in this relationship timeline? Join in on the conversation below!
Originally published March 2023.
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