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Miley Cyrus hasn’t been shy of lip-locking with girls and guys, twerking on tours and generally showing too much PDA. Her sexuality has been scrutinized, her every date publicized and her love life has literally been a fairytale roller coaster.
From a tween romance with a Jonas brother to a true love story with a movie star, this sassy celeb 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.
To reminisce back on the popstar’s list of boyfriends (and girlfriends) and find out who stole her heart, we’ve listed Miley Cyrus’ dating history below…
Ex: Tyler Posey
Who is He? Actor
Dated In: 2000 – 2002
These two young lovebirds met on the television set of the medical drama, Doc, at the young age of nine, where they shared their first kiss. Although very young at the time, their sweet little relationship blossomed into an unforgettable one.
According to ET Online (via Yahoo), Tyler said they 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.”
You know what they say – you never forget your first kiss!
Ex: Dylan Sprouse
Who is He? Actor
Dated In: 2006
This Disney romance was great while it lasted! Miley and Dylan met on set, 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!”
Ex: Nick Jonas
Who is He? Singer
Dated In: 2006 – 2008
This teen heartthrob swooped the young Disney star off her feet and they soon become the most popular Disney couple to date – yup, ‘Niley’ was a thing! But sadly, the pressure of a relationship so young got in between the pair.
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. We still do, but we were in love with 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 hard, especially when they involve young popstars and their producer’s son. This young Romeo and Juliet met during Miley’s Hannah Montana days when Thomas’ mom was producing Miley’s second album for her.
The pair were inseparable until private pictures of them canoodling on the sofa were leaked to the press, which forced them to split and savior Miley’s ‘good-girl’ image (one that didn’t last much longer)!
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 the online attention, fans started to speculate that the pair were dating.
We’ll never know if it was indeed true, as the rumors were never confirmed or denied by either of the stars. They were spotted catching up and an award show a few years later, though.
Ex: Justin Gaston
Who is He? Singer, Songwriter and Model
Dated In: 2008 – 2009
The popstar and model met on Billy Ray’s reality show, Nashville Star and struck up a relationship in next to no time.
But jealousy soon swept in the way and tore their romance apart after Miley rekindled her friendship with ex, Nick Jonas.
Miley was distraught after the split with Justin, telling her Twitter fans that “tears are words the heart can’t express.” Poor Miley!
Ex: Avan Jogia
Who is He? Actor
Dated In: 2010
Speculation of a budding romance with the Canadian Nickelodeon star began when pictures showing the two locking lips circulated after Miley’s 18th birthday party.
While Miley and Avan’s split was never confirmed, Cyrus soon reappeared in public with her beau, Liam Hemsworth, signaling that she had moved on from Jogia, after all.
Ex: Josh Bowman
Who is He? Actor
Dated In: 2011
It seems Miley has a thing for falling head over heels with her co-stars! After meeting on the set of So Undercover and in between her on-and-off relationship with Liam Hemsworth, this new ‘hot couple’ were spotted canoodling at a park in Los Angeles.
It was rumored that the pair hung out at Miley’s pad in L.A. for a while, but nothing further came of their relationship.
Rumored Ex: Justin Bieber
Who is He? Singer
Dated In: 2010
Fans would have loved for Miley and Justin Bieber to be a thing! The Wrecking Ball and Purpose singer got Smilers and Beliebers talking after they were caught having dinner together in 2010 (again, during her on-and-off-again relationship with Hemsworth).
However, the date was nothing out of the ordinary according to the pair. Bieber joked to cameras that Miley was “having fun with me”. They apparently got together to discuss “a side project.”
More rumors circulated claiming that Miley and Justin reportedly hooked up during Justin’s split with Selena, which according to the tabloids, left Miley pregnant! These rumors are so bizarre, right?! But hey, ya never know what goes on behind closed doors…
Rumored Ex: Kellan Lutz
Who is He? Actor
Dated In: December 2013 – January 2014
This quick fling was over before it even started. It was rumored that Miley and Kellan Lutz were “hooking up”, but their “hectic schedules” got in the way of a budding romance.
This affair was quite a sore subject back in the day, as Kellan was Liam’s longtime friend. Miley and Kellan got together after she split from her ex-fiancé, at the time.
Lutz always denied rumors that they were a couple from the get-go, 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.”
Urm, we think these snapshots tell a different story, right?
Rumored Ex: Mike Will Made It
Who is He? Rapper and Producer
Dated In: June 2014
After having a huge influence on Miley’s album, Bangerz, speculation began to rise that Miley and producer Mike Will Made It shared more than just a friendship, after they were papped partying and hugging.
However, Mr. Made It soon put the rumors to bed when he retweeted a link discrediting the hookup reports, saying that they are “crazy”.
Rumored Ex: Jared Leto
Who is He? Actor and Singer
Dated In: February 2014
In 2014, it was rumored that Miley and Jared Leto were strictly “friends with benefits” and “hooking up” behind closed doors.
But this ‘no strings attached’ relationship didn’t last long. With Miley touring and Jared working on the DC movie Suicide Squad, the flame slowly fizzled out.
They would have made a pretty wild couple to say the least…
Ex: Patrick Schwarzenegger
Who is He? Arnold Schwarzenegger’s son
Dated In: November 2014 – April 2015
The Schwarzenegger heartthrob could have been something of another rebound, as the pair hooked up shortly after the tongue-wagging superstar called off her engagement to Liam Hemsworth.
Patrick revealed back in 2011 that he had a thing for the Adore You singer, saying, “My eye, though, is set on Miley,” and he was lucky to have a confirmed fling with her just a few years later.
Miley and Patrick’s relationship was short-lived, though, as it ended right after pictures surfaced of Patrick getting cozy with his ex on holiday.
Rumored Ex: Stella Maxwell
Who is She? Victoria’s Secret Model
Dated In: July 2015
Having suffered a number of heartbreaks from actors, Miley turned her attention to Victoria’s Secret model, Stella Maxwell.
Even though the Plastic Hearts singer was spotted kissing Stella, she refused to put a label on her relationship when prodded during an interview with Elle magazine – “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: 2010 – 2013, Reconciled in 2016 – 2019
Miley and Liam met and fell madly in love on the set of the Nicholas Sparks movie, The Last Song back in 2010. Spotted kissing, they seemed like the perfect match, until they started splitting and making up for a number of years.
In between their rocky romance, Liam decided to put a rock on it and take their relationship to the next level in 2012. Sadly, their fairytale romance ended after a year, when Miley was convinced that Liam had been less than faithful to her.
After a number of pointless relationships, the pair found their way back to each other and even got married in 2019. After just eight months of wedding bliss, the iconic couple divorced, citing “irreconcilable differences.”
Rumor has it, Miley was tired of Liam’s partying ways.
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, although they remain good friends. “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”, Miley reportedly said.
Boyfriend: Maxx Morando
Who is He? Musician
Dated In: December 2021 – Now
This couple have yet to confirm their romance, but its almost certain that they are a ‘thing’.
Miley started seeing Liily bandmember Maxx Morando in 2021, when they attended a Gucci fashion show in L.A. together. When they were seen dancing together backstage, it was pretty clear that Miley definitely had a new man in her hands.
Fast forward to early 2022, and a source confirmed that they were an item – “She’s happily dating Maxx. It’s official between them.”
This controversial celeb hasn’t been shy of a kiss or two, but it’s safe to say, that she has kissed all the frogs to try and find her prince!
Do you think she was well-suited to Cody Simpson? Or is Liam is her true soul mate in this timeline of relationship history? Join in on the conversation below to let us know what the ending of this fairytale will be…
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