A Complete Timeline Of Iggy Azalea's Love Life

Since she was a young student in the Australian town of Mullumbimby, Iggy Azalea was fascinated with American hip-hop and, as she told Complex, she paid attention to it more than her school work. She then took that deep interest as a fan and used it as fuel to pursue a rap career. The ambitious artist had an opportunity to model as well during her younger years, so she moved to Miami all alone at age 16. "I was happy that I was in America," she recounted to the outlet. "I wasn't really trying to make super moves, because I sucked, so no one was really trying to help me. When I moved to Houston is when I started working with actual producers and more seriously trying to do it."

Azalea eventually found fame, but with stardom, you'll see a dangling price tag with a cost that often involves a lack of privacy. Not to mention everyone and their mother commenting on your relationships. Since bursting onto the scene with her 2014 debut album "The New Classic," Azalea has been romantically linked to people like actor Michael B. Jordan, rapper Tyga, and NBA star Jimmy Butler whether she liked it or not. 

However, at one point or another, the rumors surrounding those men proved to be false, but other relationship talk concerning Azalea was spot on. So, we gathered all of those people to give you a complete timeline of her love life. Sound good? Then let's get into it.

Is there anything wrong with someone expressing love for their mate publicly? Iggy Azalea didn't think so, which is why she gushed about her then-boyfriend A$AP Rocky in an interview. The two started dating in 2011 and Azalea got a tattoo on her fingers, which read "Live, Love, A$AP," the same name of Rocky's debut mixtape.

"I love him and that's all there is to it," Azalea told Vibe in 2012. "We have our own thing going on and I'm not the only one that [got the tattoos]. I'll tell you that." Then fast-forward almost two years later, and "The New Classic" creator told Complex that she regretted opening up about Rocky because it sparked a bunch of comments from past lovers, Rocky's fans, and general buttinskies. The two reportedly parted ways in June of 2012.

"I f******g hated that. It's not a song. It's a relationship, and you're not in it, by the way. It's so sick to me," said Azalea about the public scrutiny in Complex. She also spoke about having a bitter breakup with the Harlem artist, saying they hated each other at first but the angry feelings eventually subsided. But both rappers would later find themselves in the public eye again for their relationships. Rocky, for example, began dating Rihanna, one of the most famous women in the world. They welcomed a son together on May 13, 2022. 

After Iggy Azalea and French Montana hung out in Las Vegas in July 2016 (and, as E! News reported at the time, sparked romance rumors), she told E! News they were just working on music together. But later it was revealed they also collaborated on a kiss. As People reported, the two rappers were seen smooching on a yacht in Cabo San Lucas, Mexico, a month after they were spotted in Sin City together. Other photos surfaced as well, including shots of Montana seeming to kiss Azalea's neck and the two of them embracing. The rapper from down under also showed off seven diamond rings in 2016 and suggested they were gifts from Montana. "He told me pressure makes diamonds, @FrenchMontana, @iceman_nick," she captioned the now-deleted photo (via TMZ).

Later, a TMZ reporter asked Azalea if she was dating the "Unforgettable" artist and she said it may happen in the future. "On a scale of one to 10, 10 being most likely [you and Montana will be a couple], one being least likely, what are the chances?" the reporter asked Azalea. "Above five," she answered, although their time together fizzled out after that interview.

Montana was asked about the relationship as well during a 2017 sit-down with New York radio host Angie Martinez. "She's a dope person," he said about Azalea. "We had did some work together. We kicked it for a little bit."  

Maybe she upset him by revealing their relationship, or possibly they just weren't on the same page when it came to how they should label their union. Iggy Azalea and NFL wide receiver DeAndre Hopkins were in a relationship one day, then within 24 hours, they weren't. But let's backtrack a little. It was early August 2018 and Azalea stopped by Y100 Miami for an interview. 

The host eventually invited her to play a game of true or false and that's when Hopkins' name came up. "Miami Dolphins or the Houston Texans?" the host asked Azalea. "Houston Texans," she answered since that was the team that Hopkins played for then. "Are we dating, what's the situation?" the host questioned. "Yeah, we're in a relationship," Azalea responded. 

But again, something must've happened between that interview and the following day, because that's when the blonde hip-hopper gave everyone an update." "I'm single," she tweeted before deleting the message, which was captured by People. "I have come to the conclusion I am going to be alone forever. I am completely fine with that," wrote Azalea in a separate message. Hopkins also issued a message about his relationship status. "Y'all know I can care less about social media, but ya boi is SINGLE!!" he wrote and deleted. And that was pretty much that between the rapper and wide receiver. 

In her seeming attempt to find long-lasting love and companionship, Iggy Azalea went on a date with NBA player Malik Monk in February of 2022, per the Daily Mail. She joined Monk's Los Angeles Lakers teammate Anthony Davis and Davis' wife Marlen P for a Valentine's Day dinner at Giorgio Baldi in Santa Monica, California. In an attempt to fly under the radar of the public's watchful eye and keep things on the down low, the rapper and Monk exited the restaurant separately. They were also flanked by paparazzi but neither gave any hint that they were on a date together.

But as a number of fans and outlets pointed out, the dinner didn't come out of thin air, because Monk publicly expressed interest in the "Black Widow" performer four years prior. It was after he saw an Instagram photo of her at the iHeartRadio Music Awards and wrote the word "need" in the comment section — meaning that he just had to have Azalea. She thanked him, so yes, there's a little history there. 

However, it doesn't seem that much came out of the date because there were no relationship announcements nor any reports that Azalea and Monk went on more outings together. So either the chemistry wasn't there between them or they've gotten really good at keeping their dealings with each other under wraps.