Ladies Owned the Night in Pantsuits on the 2018 Grammys Carpet

Miley Cyrus' Full Dating History

Nick Jonas

We revisited this short-lived fling while dissecting Miley Cyrus and Selena Gomez's friendship, but it doesn't hurt to talk about it again! These two didn't really talk about their relationship when they first started dating, but Kevin Jonas spilled the beans about Nick's feelings when he first met Miley. He said, "When he met Miley, I think that kid's head exploded." He made this revelation during the brothers' documentary Chasing Happiness, where they also revealed a few of their songs were about the former Hannah Montana star.

In her book Miles To Go, Miley talked about how the two met at a benefit for the Elizabeth Glaser Pediatric AIDS Foundation charity and started spending more time together. The next year, Miley and the Jonas Brothers went on tour together (Best of Both Worlds), but that seemed to signal the end of her relationship with Nick.

Once they broke up, Miley talked about how she felt in great detail. "At first I bawled for a month straight. I was so sad. I just went into this weird funk," she said (via PEOPLE). What's ironic is that she admitted to "rebelling against" Nick's preferences. "...I've got to be by myself for now, and just figure out who I really am."

Justin Gaston

Miley's next boyfriend was Justin Gaston, a singer and model, who seemingly wore the same hairstyle as her dad Billy Ray Cyrus. Actually, the reason the two started dating is because of the "Achy Breaky Heart" singer! He must've taken a liking to Justin during Nashville Star because he introduced him to Miley, and the rest was history (via Glamour). "He actually reminds me a lot of myself when I was 20 years old and I was living and searching for the dream," he said. However, their relationship was short-lived because they called it off in 2009 (via NBC Washington).

Liam Hemsworth

The next person Miley Cyrus was linked to was her ex-husband Liam Hemsworth. For a time, everyone believed these two were meant to be...until they weren't. The pair filmed The Last Song together and couldn't deny the strong chemistry between them — even if they were supposed to be "just acting." They started making public appearances together looking very much smitten with each other, confirming any relationship rumors swirling around.

It's no secret they broke up and got back together several times, but they eventually decided to get engaged in 2012 (via Cosmopolitan). However that was short-lived once they decided to call it off...only to get it together a few years later. Though the couple eventually got married, they got divorced before their one-year anniversary.

"What really sucked about it wasn't the fact that me and someone that I loved realized that we don't love each other the way that we used to anymore," she said during an appearance on the Joe Rogan Experience.

Patrick Schwarzenegger

Once her marriage to Liam Hemsworth ended, Miley and Patrick Schwarzenegger were spotted getting close. However his mom Maria Shriver wasn't a fan of them dating (via The List). A source said that she was "very worried about the influence Miley's having on Patrick. She fully believes that you become who you surround yourself with and she's always been so happy with the friends Patrick chooses, she never saw this coming," (Hello! Magazine).

Luckily for this mama bear, Miley and Patrick's relationship didn't last long either. They broke up in 2015 because they were in "two different places in their lives," (via PEOPLE).

Stella Maxwell

It seemed like Miley decided to explore her options after things ended with Patrick Schwarzenegger — she was then linked to Victoria Secret's model Stella Maxwell that same year. It was speculated the two were in a relationship after they were seen kissing (via PEOPLE). However, Miley shut those rumors down while she talked about her sexuality. She told Elle, "I'm 22, I'm going on dates, but I change my style every two weeks, let alone who I'm with" and admitted she identifies as "pansexual."

Kaitlynn Carter

In 2019, Miley was seen kissing Kaitlynn Carter (The Hills: New Beginnings) while on vacation in Italy (via PEOPLE). It didn't seem like things were serious because a source said the pair were "just having fun" — which sounds similar to the mindset Miley had while she was seen with Stella Maxwell. Miley's sister Brandi Cyrus joined them on vacation, according to Instagram.

Miley and Kaitlynn were seen on a date where a source said, "They live together and are very happy," (via PEOPLE). But this may have been too much for the "Flowers" singer because they went their separate ways after it was revealed they "spent every day together."

Ouch?

Cody Simpson

A younger Cody Simpson admitted to Fuse he had a crush on Miley Cyrus in 2012, and it was the cutest thing ever! They become best friends a few years later with Cody telling GQ Australia, "...she helps with some of that transitional stuff—trying to escape your childhood. She’s super open-minded, and I’m working on becoming more like that." Paparazzi snuck a photo of the two kissing in 2019, sparking dating rumors (via TMZ).

They did become boyfriend and girlfriend, but broke up in 2020 because Cody said they "were going in different directions," (via Billboard).

Maxx Morando

Before long, Miley Cyrus and her current boyfriend Maxx Morando were seen getting cozy in 2021. Daily Mailsaw them cuddling in Miami while a source later told Entertainment Tonight, "They've been together for a little while and are just enjoying their relationship." They met for the first time during a "blind date" after Miley decided to open herself up to dating again. "I thought, ‘The worst that can happen is I leave.'" Ever since then, he couple have been enjoying their relationship and even enjoyed a recent date night (via Page Six).

How did Dolly Parton and Miley Cyrus meet?

As you may know, Miley's dad, Billy Ray Cyrus, is a popular country music artist. During his "Achy Breaky Heart" era — yes, it's stuck my head now, too — he connected with Dolly as they toured together. Dolly recounted more about this to the London Evening Standard last year when she said that “...of course, Miley became my goddaughter; I was her fairy godmother." She continued, "We really have a true bond; she is like a daughter or a sister to me.”

Are Miley Cyrus and Dolly Parton related?

Dolly has claimed to be Miley's "honorary godmother." She told Howard Stern recently that she's known Miley since she was born, and even retold the story of how she came to be Miley's amazing godmother. She told Howard of Billy Ray, "And he said … ‘We’re having a girl, and you’ve got to be her godmother!’ And I said: ‘Well, I’d be honored.’" And while that was the inception of this beautiful relationship, Dolly elaborated that it was really what formed between she and Miley that made it so special. She said, "So actually, Miley and I took over from there. We just stayed very, very close through the years.”

And this week, Access Hollywood has actually revealed that the two are, indeed, related by blood after all! In the interview, Ancestry revealed that Dolly and Miley are actually seventh cousins once removed! It turns out their family member that they have in common was named John Brickey who lived in Virginia in 1740. Dolly was ecstatic over the news saying, "Is that true? That's amazing! Well, we're so close, Miley and I. I would've thought we would've been at least third cousins, 10 times removed." In regards to how Miley felt about the news? She said, "I’m sure she'll get a kick out of that, but it doesn’t surprise me because she does feel like family." We didn't think we could love these two anymore, but it turns out we can!

Have they collaborated on any projects?

Ever since the Hannah Montana days, these two have collaborated on projects and music! Dolly appeared on Miley's song, "Rainbowland,"and Miley returned the favor by appearing on Dolly's rendition of "Wrecking Ball" last year. The two have also covered each other's songs countless times over the years — not to mention the clear influence Dolly's music had on Miley's own songwriting in general.

In an interview with NPR, Miley discussed how Dolly helped her understand sexuality and personality in music. She says, "The best thing that she does is, she's not afraid to laugh at herself," she said. "And she pushed the boundaries for country music, by looking the way that she does, and saying the things that she says, and being sexual in that way. I mean, there's no one that's been able to make country music sexual more than Dolly!"

Our Favorite Miley and Dolly Moments

These sweet girlies have shared so many amazing moments, so keep scrolling to see their best collaborations, and all of our favorite times they've talked about each other over the years!

Miley Cyrus and Dolly Parton Singing on New Years Eve

One of my favorite, most recent, moments for this adorable duo is this stunning performance of "Wrecking Ball" and "I Will Always Love You." They combined their most popular songs into a stunning harmonious medley, while also showcasing their love and friendship for each other. This was a stunning and emotional moment for everyone tuning in to watch their New Years Eve special!

Miley Cyrus and Dolly Parton Singing "Jolene"

We all know and love this song, but I will certainly remember being introduced to "Jolene" with Miley's iconic cover when I was a kid. I love this rendition where the two pals get to sing it together, too. Their voices are so different, yet blend incredibly well together! This was yet another sweet moment for the books!

Miley Recreates Dolly Parton Classic With Jimmy Fallon

In this absolutely hilarious skit, we see Jimmy Fallon and Miley Cyrus re-create Dolly Parton and Kenny Rogers' classic hit, "Islands in the Stream." And Miley, busty and all, goes fully into the character. This was such a funny moment, and we love how the two are able to poke fun at each other in respectful, yet hilarious ways.

Miley Cyrus Says Dolly Only Contacts Her Via Fax

One of our favorite things about Dolly is her drastic aversion to technology. Miley told Seth Meyers about a hilarious instance she had with Dolly about this. She claimed that Dolly doesn't mind using a phone, but whenever she needs to talk to someone over text, she'll do a fax, and then someone who works for her will scan the fax, then the scan will go into a text, which then gets sent to Miley. Whew! We're exhausted just thinking about it!

Miley says that if Dolly wants to send a demo, then it's a similarly complicated process. She'll record a cassette, which gets recorded on a flip phone, which gets recorded on an iPhone voice memo, which then gets sent to Miley. We're glad Miley's finding the humor in Dolly's anti-technology quirks!

Miley Cyrus Covers Dolly Parton's Song "Light of a Clear Blue Morning"

Miley's voice may be different than Dolly's, but you can't dispute that her growly vibrato, and yodel-edque vocals were made for country. So when she covered this stunning Dolly song, she definitely killed it and delivered a beautiful cover. Don't mind us keeping this on repeat until further notice...

Dolly Parton Talks About Being Miley's Godmother

In this Wired interview, Dolly answered common questions that she gets about herself online, and one of the questions was about Miley. In regards to the question, "Is Dolly Parton Miley Cyrus' Godmother?" Dolly said, "Well everybody knows that. I would actually say I'm the fairy godmother of Miley Cyrus." We love how fun Dolly is, and we can tell how proud she is to be Miley's godmother!

Dolly Parton Covers Miley's "Wrecking Ball"

@dollyparton When I heard 'Wrecking Ball' I almost wept in my car. When it started into the chorus it hit me like a wrecking ball! I thought how great can a song be and how great can @Miley Cyrus ♬ Wrecking Ball - Dolly Parton

Dolly talked about how beautiful Miley Cyrus' song "Wrecking Ball is", and how much she needed to cover it, on her Tiktok account. Dolly talked about how much the song meant to her, and how much it meant to have Miley sing it with her on her rock album. She concluded with, "How great can a song be?" We definitely agree, Dolly!

October 22, 2024 – Zach Bryan Announces His Breakup With Brianna Chickenfry

On October 22, 2024, after some recent speculation that Zach Bryan and Brianna Chickenfry split up, Zach took to his Instagram stories. The country star said, "Addressing something: Brianna and me have broken up with [each other] and I respect and love her with every ounce of my heart. She has loved me unconditionally for a very long time and for that I'll always thank her."

He continued, noting, "I have had an incredibly hard year personally and struggled through some pretty severe things. I thought it would be beneficial for both of us to go our different ways. I am not perfect and never will be. Please respect Brianna's privacy and space in this and if you have it in your heart, mine too."

To wrap it all up, he closed by apologizing to his fans. He said, "With everything I am and to anyone I let down, I am sorry. I try my best in everything. I failed people that love me and mostly myself."

Brianna hopped on her own Instagram stories shortly there after. She posted, "Hey guys I'm feeling really blindsided right now. Gonna hop off social media for a while and attempt to heal privately, when I'm ready I'll be back and ready to talk. I love you guys so much thank you for all of your kind words. Remember you are so loved and everything's always gonna be okay 🫶"

The Brianna got on Youtube next, posting a raw, emotional video about the situation. Sitting on the floor of her bathroom, she opened up as much as she could in the moment about her breakup. She said, "I just woke up to Zach posting on his Instagram that we broke up and I had no idea that post was going up. He didn't text me, he didn't call me. I just woke up to a bunch of texts, like, 'Are you okay?'"

Brianna, with her teary eyes and red face, explained she's been crying for "five days straight." She said, "I'm at the point where it's like, how can you give someone everything and love them so unconditionally, like through stuff that you shouldn't because you just love them and you want them... like you see the good in them?"

The internet personality said that this is all "so embarrassing" and "really, really heartbreaking." She elaborated that the couple broke up on October 21, but wanted to process on her own and "didn't want it to be public."

Much like her Instagram story, she told her audience that she'll come back when she's ready.

November 7, 2024 — Brianna Claims Zach's Emotionally Abusive, Wanted $12Mil NDA

Well, it appears this week, Brianna decided she's ready. On Barstool Sports' BFF's Pod November 7, 2024, Brianna gave an inside look at the breakup unlike any other. Not only did she claim Zach was abusive, but she also alleged that he offered her a $12 million NDA to "not talk about the relationship."

After saying it's been the hardest year of her life, she said. "I'm still scared right now because I'm scared of him. My brain's rewired and I'm scared to make him mad and last week, I didn't want to talk about it 'cause I was scared."

Brianna then described the alleged emotional abuse. She noted that everything was cyclical and that he would build her up only to break her back down again. "There was always another excuse as to why he was treating me so poorly and why I'm crying myself to sleep every night, why he's screaming at me," she said. "And then you wake up, it's the apology, it's the 'I'm going to be better like I need you in my life,' but if you've been through this — I don't expect people to understand emotional abuse if you haven't been through it. I hope you never have to go through it but if you've been there you know what I'm talking about."

Not only does Brianna allege she was offered an NDA, but she said that other women that came before her had to sign their own agreements. She declined the offer because she didn't want to "sign away [her] experiences and what [she] went through to protect someone that hurt [her]." She also wanted to share this experience for other women who've suffered something similar.

And when it comes to the logistics of losing out on the famous lifestyle and alleged $12 million? She said, "It was never about the money — I was with the dude because I loved the dude."

November 8, 2024 — Zach Quit Touring Amid Abuse Allegations

On November 8, 2024, Zach posted on Instagram — where he clearly loves to share all his big news — that not only is his new single "High Road" out today, but that he's also ending his tour early. Read his full statement here:

After not being home for a year and a half I drove out to my mothers gravestone in the dead of night a few days back on familiar Oklahoma roads and I came to realize just like in the past, that she never would call me again

Told her I quit touring because I got accepted to get my masters in Paris next year, I told her I was back in Oklahoma, told her about all my best friends in New York and all the nights we howled with the moon, told her about the immeasurable laughter my band and me have shared these last five years, all the calluses on my finger tips, every tear shed, told her about making it on The Rolling Stone and most importantly told her about porch swinging with my beautiful sister.
I wrote the chorus for this song a month or two back and finished it when I realized I was blessed with all these things.

I figured it was about time I released it.

Thank you guys for listening to ‘This Worlds a Giant’ last night and thank you to all the people who love me; who have truly carried the weight with me.

Seems that all these Quiet Dreams have gotten much too heavy but I’m home now and I’ll hold you through the pain.

High Road is out today and I appreciate all of you"