What All Justin Bieber’s Ex-Boyfriends Said About Him

Justin Bieber’s hits have got his Beliebers raving about the pop star. Tunes like “Baby,” “Boyfriend,” and “Yummy” confirm that he knows how to charm his fans, but Bieber has claimed there’s always a romantic side to him. He wrote in his 2012 memoir Just Getting Started (via Bustle), “It doesn’t make you weak or less of a man to treat a woman with respect and spoil her a little bit. Think about boys when your friends give it a hard time being romantic, it’s just because they don’t know how to treat their lady right.”

The Biebs are currently spoiling only one woman – his wife Hailey Bieber. The two married in a New York City courthouse in September 2018 and had a lavish wedding in South Carolina in September 2019. However, before Hails became his wife, Bieber had spent much of his time in the tabloids cultivating relationships with many other women since his career started. Bieber has had multiple romances with pop stars, models and more models. And these exes didn’t keep quiet when asked about their time with the “Justice” singer.

Check out which of Bieber’s ex-boyfriends have opened up about their time with one of the biggest pop stars on the planet.

Caitlin Beadles dated Justin Bieber before fame

Justin Bieber’s very first girlfriend was Caitlin Beadles, whom he dated before he even racked up his success. Lute! News, the couple had only been dating for about a year when they met in 2008 in Atlanta, Georgia, where Bieber had been meeting Usher, who was helping him launch his career. The next year Bieber released his first hit “One Time” and gained millions of fans, also known as his Beliebers.

The couple split over Bieber’s busy career, with Billboard noting that Bieber’s song “Never Let You Go” is said to be about his first love. However, the exes remained friends for years. Billboard also reported that Beadles and Bieber spent Thanksgiving together in 2017, and Beadles’ brother Christian (who was good friends with the singer) posted a since-deleted photo to Instagram with the caption, “So grateful for my brother and sister this Thanksgiving.”

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The siblings even attended Justin and Hailey Bieber’s September 2019 wedding in South Carolina, where Caitlin shared photos of herself and her family on Instagram. Bieber clearly has a special place in his heart for Beadles, especially since she was there early in his career.

Jasmine Villegas called their relationship ‘puppy love’

Fans may remember the music video for Justin Bieber’s 2010 hit “Baby” and the lucky lady who got to be his love interest. That girl was Jasmine Villegas, who revealed that she and Bieber formed more than just a friendship.

Lute! News, the couple were dating in January 2010 and Villegas joined Bieber on his “My World” tour, but they split in September. Villegas shared in an interview with VladTV that she was only 16 at the time, while Bieber was 15. “It was like a little kid thing, it was like puppy love, if you can even call it that.” Bieber actually asked her mom to give him Villegas’ phone number. “It was really nice, he had to ask my mom because my mom stood by me the whole set, so I don’t think he would have gotten past her if he tried,” she said. Villegas called their split “nothing serious,” adding that the couple remained friends.

After their split, Bieber and a young Disney star would cause a stir among his Beliebers by starting a relationship.

The Legend of Yelena

2011 became the year of “Jelena” when Justin Bieber and “Wizards of Waverly Place” actress Selena Gomez started dating. The couple made their romance official at the 2011 Vanity Fair Oscar Party. Gomez told E! News: “I’m happy. I’m really happy.” By 2012, the young lovers split, and a source for People claimed Gomez was struggling to trust the heartthrob.

The couple was on-and-off for some time, and in 2014, Gomez confirmed that her song “The Heart Wants What It Wants” was about her split from the Biebs. “He thought it was beautiful. I think it was really hard,” she told Ryan Seacrest. Bieber has been spotted with a slew of women since the breakup, including Victoria’s Secret models and Hailey Baldwin. Gomez and Bieber were back together in November 2017 but split permanently in March 2018. Bieber soon resumed his relationship with Hailey and married the model in September.

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Gomez’s song “Lose You To Love Me” appeared to mention Bieber’s new romance in the lyric, “In two months you replaced us.” In 2020, she revealed to NPR that she was the victim of emotional abuse while dating Bieber , stating, “As much as I definitely don’t want to spend the rest of my life talking about it, I’m really proud to say that I feel stronger than ever and I’ve found a way to be with that.” to go through with as much grace as possible.”

Chantel Jeffries is excited about Justin’s romance with Hailey Bieber

After Justin Bieber split from Selena Gomez in 2012, he was reported to have dated numerous Hollywood stars, including Miranda Kerr, Barbara Palvin and even Kourtney Kardashian – “Anything there?” he was asked on The Bert Show in 2016. “Nah, I’ll leave it at that,” Bieber replied. One relationship that appeared to be valid was with model Chantel Jeffries, whom he dated in 2014. However, their romance was not without controversy. MTV claimed Jeffries took the wheel of Bieber’s Lamborghini sometime the night he was arrested for a DUI during a drag race in Miami, Fla. Other outlets reported that she was in the passenger seat.

Jeffries and Bieber rekindled their relationship two years later; She was spotted at his concert in New York City in July 2016. E! News. Bieber had also rented a movie theater for the couple to see the animated film The Secret Life of Pets. It’s unclear when their romance ended because in 2017 he reconnected with his ex Selena Gomez.

These exes didn’t seem to end badly — Jeffries was thrilled to hear about Bieber’s engagement news. During the 2018 MTV Video Music Awards, she told Us Weekly, “I’m so happy. I think it’s so cool that you’re in a relationship with someone who’s such a good friend of yours. Because it’s just hanging out with your boyfriend all day.”

Kendall Jenner has always denied romance with Justin Bieber

In 2014, rumors circulated that Justin Bieber and Kendall Jenner were dating. The model denied dating rumors in November of that year, telling Nightline via (E! News), “He’s a longtime family friend. Everyone loves to take things on, but no.” However, rumors of a relationship swarmed over these two stars after they posed for Vogue in March 2015, where a photo showed Jenner placing her hand on Bieber’s bare stomach. They continued to deny a romantic relationship, per CBS News.

In November 2015, Bieber gave an in-depth interview with Billboard, and the reporter wrote, “He says it was never serious about Kendall Jenner,” suggesting the singer may have at least had something to do with the model. A few months earlier, the Biebs had also been spotted dating British beauty influencer Jayde Pierce, who told the Mirror they were friends.

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Whether Jenner and Bieber were together or not, it’s all in the past as he is happily married to Jenner’s best friend. Jenner had no problem opening up about the couple’s 2018 engagement when she appeared on “The Tonight Show Starring Jimmy Fallon,” saying, “Whatever makes her happy, I’m happy. I’ve been friends with both of them for a really long time, so everyone’s happy, and that makes me happy.” Jenner was present at the couple’s South Carolina wedding along with her sister, Kylie Jenner, according to People.

Sofia Richie’s brief stint with Justin Bieber wreaked havoc among his fans

Justin Bieber had a summer romance with Sofia Richie in 2016 that didn’t go down well with his Beliebers. Lute! News that after Bieber shared selfies with Lionel Richie’s daughter on Instagram, the hate messages started to flow, and it got so bad that Bieber captioned another photo with Richie: “I’ll make my Instagram private if you guys don’t stop der.” Hate gets out of hand, if you’re really fans you wouldn’t be so mean to people I like.” Bieber’s ex, Selena Gomez, even meddled with their new relationship, but later apologized on Snapchat, simply explaining: “What I said was selfish and pointless,” per the Daily Mail.

When asked about Bieber for Billboard magazine in September 2016, Richie admitted, “We have a special relationship. Justin is very easy to talk to, and that’s hard to find with people in Los Angeles.” People reported that the couple split after just six weeks of dating, with Richie moving on with Kourtney Kardashian’s ex Scott Disick. They called it quits in May 2020 and as of this writing, Richie is engaged to Elliot Grainge, per Us Weekly.

There have been no interviews where Bieber or Richie have spoken ill of each other since their split, and sources for E! News reported that their time together was more unofficial. Both Richie and Bieber have happily moved on.