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Oliver Tree Girlfriend & Dating History: Singer Discussed Melanie Martinez, Relationships

Singer Oliver Tree, who has died in a tragic helicopter crash in Brazil, was not married and did not have a wife. In fact, he was known for a complicated girlfriend and dating history.

According to Page Six,Tree, 32, was "known for his popular songs Life Goes On and Miss You." Among the women he dated, albeit briefly, was singer Melanie Martinez.One video posted to Facebook shows them kissing while eating a spaghetti noodle.

TMZ reported that Tree and five other people died on the morning of June 14, 2026, "after two helicopters collided above an electrical yard." A horrific video emerged of the crash scene.

Oliver Tree Spoke About His Depression After the Melanie Martinez Relationship Ended

Tree opened up on video about his relationship with Martinez. "I had dated another artist and when we broke up, her fans came after me," Tree said. "She had asked them, 'Hey guys, please let Oliver be. We're on good terms.'"

He added, "She released an album recently and her fans speculated that it was about me. She responded in the comment sections on TikTok also, being like 'Hey, the album's not about him.'" He said that he became depressed as a result of the situation because fans wouldn't let it go.

The caption with the video says he was talking about Melanie Martinez.

Oliver Tree Told Logan Paul He Was Exploring Polyamory & Had Many Girlfriends

Tree told Logan Paul that he had many girlfriends. Tree frequently appeared on Paul's podcast.

"Can I talk about this?" Tree responded to Paul in 2022, when he was asked whether he was dating. "I've basically been exploring polyamory. I have a bunch of girlfriends." Be forewarned that some of the language in the video is graphic.

He added, "I wish I had an excuse for this. I think it goes with the lifestyle. Well, I just have been exploring it, you know. For the right person, I could be monogamous. I was always monogamous my whole life. I was like, 'I'm a monogamous guy. And this is all I could ever do.' And then when you explore more. When you live the lifestyle we do. I literally am on the road. I haven't lived anywhere for six months, and I lived for one year during COVID in LA. And then before that I was traveling for five years, no house, just suitcases. It's hard for me to have, like a girlfriend when I don't live anywhere."

He said he didn't want to say too much about his dating life. "It depends, you know. It's kind of like the thing, some come and go, some stay. I try to be honest about it...Some people are more serious. Some people are just like I see them once and it doesn't work out. I try to be honest with people if they ask about it."

Asked if he takes two girls on a date, he said he didn't want to talk about it.

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This story was originally published by Men's Journal on Jun 14, 2026, where it first appeared in the Entertainment section. Add Men's Journal as a Preferred Source by clicking here.

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This story was originally published June 14, 2026 at 12:13 PM.

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