Cody Linley (whom you might recognize as Miley's love interest Jake Ryan from Hannah Montana) briefly dated Lovato while they were both starting off in Hollywood.

He even opened up to Seventeen in December 2008 about taking Lovato on a disastrous date, during which his car broke down. "It was really the most up and down night of my life," he said. It's unclear how long these two dated or when they decided to go their separate ways.

Lovato first became friends with former Metro Station guitarist Trace Cyrus through his sister, Miley. The two reportedly dated briefly, though when asked about the dating rumors by MTV in June 2009, Lovato insisted she was single.

Despite Lovato's protests, Cyrus told People a month later that he and Lovato had decided to break up due to their age difference and traveling schedules. "Maybe when she's older and we've both matured, we'll be looking for the same thing and it can work out," he said, though the two reportedly never gave their romance another shot.

After starring alongside each other in 2008's Camp Rock, as well as 2010's Camp Rock 2: The Final Jam, Lovato and Joe Jonas gradually transitioned from friends to more-than-friends. Their relationship was rumored for a while, but Lovato finally confirmed their status during an interview with Access Hollywood in March 2010. "He is my best friend and he is incredible," she gushed.

In May 2010, Jonas released a statement to Us Weekly announcing that he and Lovato had split. "I realize over the time we have shared together that I feel I care more about our friendship right now," he explained. "It was my choice to break up, but I love her as a friend."

Years later, after Jonas announced his engagement to Sophie Turner on Instagram in October 2017, Lovato supported him with a sweet comment, saying, "HUGE CONGRATS. Sooooo happy for the both of you!"

Lovato first met That '70s Show actor Wilmer Valderrama in January 2010 while shooting a PSA for Voto Latino. Since Lovato was only 17 at the time (and Valderrama was 29), the two didn't start dating until she turned 18 in August 2010. Nearly six years later, Lovato took to Twitter in June 2016 to announce that she and Valderrama were calling it quits. "This was an incredibly difficult decision for both of us," she tweeted, "but we have realized more than anything that we are better as friends. We will always be supportive of one another."

In her 2017 documentary, Simply Complicated, Lovato confessed that she wasn't sure she could move on from Valderrama. "Like, I'm pretty sure I'm not going to meet anybody that compares to him," she said. "But I'm trying to keep an open heart and open mind when it comes to that."

When Valderrama proposed to his girlfriend Amanda Pacheco in January 2020, a source told E! that Lovato was happy for her ex. "She's happy for Wilmer if he's happy," the source claimed. "She always wants the best for him in life and is glad he has found love."

However, Lovato seemed to look back on the relationship in a different light in recent years. Her 2022 song “29” offers a darker take on the romance, and in a 2023 interview Lovato called large age gaps in relationships “gross” and surmised her own history with them was the result of her “daddy issues.”

After ending her six-year relationship with Wilmer Valderrama, Lovato and Cleveland Browns wide receiver Odell Beckham Jr. reportedly went on a few dates. Page Six claimed the two were spotted on a dinner date in July 2016, and a source for E! News said that Odell was the one to ask out Lovato.

"Odell is aware that Demi broke up with her long-term boyfriend not long ago but he really digs her," the source said. "They are just hanging out now and it all is very fresh. Odell is aware that he may be a rebound, but he is OK with just chilling and getting to know her." However, little more was reported about the budding relationship, and the rumors fizzled out.

Lovato started casually seeing former UFC middleweight champion Luke Rockhold in August 2016. The couple reportedly met while training at an MMA gym in L.A., and not long after, the two posted separate pictures of matching smiley-face tattoos they had gotten on their fingers. "They like each other, but they're not exclusive," a source told People. "They're both open to dating other people."

A few months later, People reported that the two were no longer an item. "Demi and Luke broke up before Christmas," a source told the magazine. "It wasn't anything dramatic. The relationship just wasn't heading where she wanted it to go. Luke was really cool about it, and they were on the same page."

Lovato and MMA fighter Guilherme "Bomba" Vasconcelos were rumored to have had a brief fling in July 2016 before she started hanging out with Luke Rockhold, but they didn't start dating until after she officially broke up with Rockhold in December. In January 2017, Vasconcelos and Lovato spent New Year's Eve together and later posted pictures from the night on Instagram. She even sparked engagement rumors when she posted a selfie in March showing off a diamond ring.

However, four months after becoming Insta official, the two decided to go their separate ways that May. According to a source for People, the breakup was amicable. "It wasn't a dramatic split," the source claimed. "Bomba is a good guy, but the relationship just ran its course."

In September 2017, Lovato was spotted in Disneyland holding hands with DJ and producer Lauren Abedini, who may be better known by her moniker, KITTENS. Rumors immediately began flying that Abedini was Lovato's new GF, especially since Lovato opened up about her fluid sexuality in her documentary, Simply Complicated.

After Lovato released her sixth studio album, Tell Me You Love Me, Abedini raved about the song "Lonely" in her Instagram Story, saying, "This song slays my whole damn life. Proud of you @ddlovato this whole album is f*cking incredible." But just a month later during an interview with Entertainment Tonight, Lovato confirmed she was single and not interested in a serious relationship for the moment.

After several months of dating rumors, clothing designer Henry Levy and Lovato seemingly made themselves Insta official in December 2018 when Levy uploaded a video to his private Instagram Story, which showed him and Lovato sharing a kiss on a plane. According to Entertainment Tonight, the two met in rehab several years ago, lost touch, then reconnected. Levy reportedly helped Lovato to stay sober following their July 2018 overdose.

In March 2019, Lovato relapsed, and E! reported soon after that she and Levy decided to go their separate ways so she could "focus on herself and her health."

Lovato not-so-subtly crushed on Bachelorette contestant Mike Johnson all throughout Hannah Brown's season, making her affection for the reality TV star known through social media. ("Mike, I accept your rose.") It wasn't until September 2019, however, that Johnson reciprocated with a flirty comment on Lovato's bikini Instagram pic.

Soon after, the two reportedly went on a few dates, and when asked about their relationship status on the podcast Bachelor Happy Hour with Rachel & Ali, Johnson said, "My status of the relationship with Demi and I are that we are two people exploring each other." But just a month later, Johnson very publicly asked Keke Palmer out and a source claimed to People that Johnson and Lovato were "done."

Lovato and her longtime friend Austin Wilson made their relationship Insta official in November 2019, when Lovato posted a couple's mirror selfie with the caption, "My [heart]" with a red heart emoji, and Wilson posted the same picture with the caption, "My love."

Unfortunately, the two only lasted a month, with a source telling People, "She's concentrating on herself and her work right now, as well as focusing on her relationship with God."

According to Just Jared, Lovato seemingly confirmed the split herself on social media when she replied to a fan who asked about the breakup rumors. "Please don't go after him," she wrote. "He's a good guy. Much better than what people see on the outside just because he's got a lot of tattoos." She also added, "Breakups are hard for both parties involved. Just stay nice and say prayers."

As lockdown began in early 2020, fans began to notice clues that Lovato may have a new boyfriend. Actor Max Ehrich was spotted in a lot of Lovato’s social media posts. The romance moved fast, and in July, Lovato and Ehrich revealed they were engaged.

But as quickly as their love story came together, it fell apart. Just two months into their engagement, the couple called it off and broke up. The breakup seemingly wasn’t a smooth one, and led to some messy statements from both exes in its aftermath.

Lovato’s first engagement may not have gone as planned, but her second one seems rock solid. Lovato met singer-songwriter Jordan Lutes (who uses the stage name Jutes) in 2022 while working on her album Holy Fvck. Jutes helped write and produce the album alongside Lovato, and the day after the record was released, the two revealed they were dating.

A little over a year later, Lovato announced she and Jutes got engaged in December 2023. “I can’t believe I get to marry the love of my life,” Lovato wrote under photos of the proposal. “My love, I’m beyond excited to marry you.. every day I’ve spent with you has been a dream come true and I can’t wait to love and cherish you forever. Here’s to the rest of our lives. I love you baby.”