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30 Girls Justin Bieber Has Slept With

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Justin Bieber’s dating résumé reads like a highlight reel of pop’s biggest names, and by 22 he’d already burned through more headlines than most stars manage in a lifetime.

TheThings Celebrity’s roundup video “30 Girls Justin Bieber Has Dated” traces a romantic trail that runs from a middle-school girlfriend in Ontario to a teenage model on a beach in Cabo San Lucas. In between sit a defining on-off relationship with Selena Gomez, a DUI arrest with a model in the passenger seat, and a 2016 fling that got so messy Bieber deleted his Instagram over it. The list isn’t gossip for gossip’s sake — it’s basically a timeline of how tabloid culture tracked one of pop’s most famous single men for nearly a decade.

• Bieber and Selena Gomez, nicknamed “Jelena” by the press, dated on and off from late 2010 through late 2014, with rumored model flings repeatedly cited as the source of friction between breakups.
• Model Chantel Jeffries was riding in Bieber’s rented Lamborghini during his January 2014 DUI arrest in Miami Beach; the two briefly reunited for a movie date at Madison Square Garden in July 2016.
• In August 2016, Bieber began dating 18-year-old Sofia Richie and took her to Cabo San Lucas, a relationship that drew fan backlash and ended with Bieber deleting his Instagram account after a public spat with Gomez.

The Early Years: Caitlin Beadles to Selena Gomez

Before the world knew his name, Bieber was dating Caitlin Beadles, a middle-school girlfriend back in Ontario, between 2008 and 2009. Around the same time, he was linked to fellow young singer Jasmine Villegas, who appeared alongside him in the 2010 video for “Baby,” the single that turned him into a household name almost overnight.

Then came the relationship that defined his early twenties in the tabloids: Selena Gomez. The pair started seeing each other in late 2010, and what followed was a four-year run of splits and reunions that gossip outlets couldn’t get enough of. Every breakup seemed to coincide with a new model rumor, and every reconciliation got treated like a royal wedding by fans who’d built an entire fandom — “Jelena” — around the idea that they’d end up together.

The Model Circuit

Between Gomez rounds, Bieber’s name got attached to a rotating list of models. Chantel Jeffries became the most talked-about of the bunch after she was in the passenger seat of his rented Lamborghini when he was arrested for DUI in Miami in January 2014 — a night that became one of the defining tabloid moments of his early adulthood. Others followed: Yovanna Ventura, Jayde Pierce, Barbara Palvin, and Adriana Lima, whom he reportedly met at the Cannes Film Festival in 2014.

Jeffries and Bieber didn’t disappear from each other’s orbit after 2014, either. The two turned up for a movie date at Madison Square Garden in July 2016, a brief reunion that fit the pattern of a dating history built on overlapping storylines rather than clean endings.

Kourtney Kardashian and the Hailey Baldwin New Year

2015 brought a widely covered flirtation with Kourtney Kardashian, the kind of odd-couple rumor that tabloids love precisely because nobody could quite explain it. That same period, Bieber rang in 2015 into 2016 vacationing in Anguilla with longtime friend Hailey Baldwin, posting romantic photos from the trip before the two went their separate ways again — a familiar rhythm for a star whose relationship map never seemed to plot the same course twice.

Nicola Peltz and the Sofia Richie Backlash

By mid-2016, Bieber was spotted on dates with actress Nicola Peltz, another entry in a summer that kept tabloids busy. But the relationship that generated the most noise came in August 2016, when Bieber started dating 18-year-old Sofia Richie and took her on a very public vacation to Cabo San Lucas.

Fans didn’t take it well. Social media backlash over the Richie romance got loud enough that Bieber felt compelled to defend her publicly.

Bieber ultimately deleted his Instagram account entirely after a public spat with Selena Gomez over how his fans were treating Sofia Richie.

That single move — walking away from Instagram altogether — said more about the pressure of dating Justin Bieber in 2016 than any tabloid headline could.

Whatever happens next with Richie, the pattern from Beadles to Gomez to Jeffries to Kardashian to Baldwin to Peltz suggests one thing about Bieber’s romantic life heading into the fall of 2016: nothing about it stays quiet for long, and nothing about it stays the same for long either.