Timeline of Justin Bieber and Hailey Baldwin’s Relationship

Getty ImagesJohn Lamparski/Stuart Franklin

2009: Cringe

They meet during a deeply uncomfortable, pre-pubescent encounter: At the ripe age of 14, Baldwin’s budding teenage angst reared its head in purest form when her father, Steve Baldwin, introduced her to JB backstage at The Today Show. Note Bieber’s subtle hair flip just before his hand meets Baldwin’s, then watch sparks *not* fly as she quickly re-crosses her arms.

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February 2011: Another Dad Intro

Hailey Baldwin attends JB’s movie premiere: Steve Baldwin strikes again, facilitating another JB-to-HB encounter. Alongside her father, Hailey Baldwin attended the premiere of Bieber’s Never Say Never movie at the Regal E-Walk 13 in Times Square, New York City. Meanwhile, Justin Bieber confirmed his relationship with Selena Gomez that same month when they attend the Vanity Fair Oscar Party together.

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September 23, 2011: Hailey Ships Jelena

Hailey ships Jelena on Twitter: Hailey Baldwin (ironically, now) shared her support for new couple Jelena on Twitter. “I don’t care what anyone says but Justin Bieber and Selena Gomez together is the definition of a teenage dream! #word” the model wrote. During the same month, Selena Gomez performed in Las Vegas with the word “Justin” written in cursive on her wrist (September 10). Then Jelena walked the red carpet together at the Abduction premiere in Los Angeles (September 15). The two continued to date on and off until confirming an “official” breakup in November 2014. That’s when sparks begin to fly for Bieber and Baldwin.

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August 2014: Friends With the Same Jenners

HB and JB are officially in the same social circle: Throughout 2014, Justin Bieber is photographed hanging out with the Jenner family. Then, in August 2014, Kylie Jenner posts an Instagram snuggling up with Kendall Jenner, Gigi Hadid, and Hailey Baldwin (right). The post featuring Baldwin came just four months after Selena Gomez unfollowed Kendall and Kylie Jenner on Instagram (and deleted all of her photos featuring the two). As of now, Baldwin and Bieber are officially in the same social circle, and one that Selena Gomez has disassociated herself with.

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November 10, 2014: Take Me to Church

Hailey Baldwin and the Biebs go to the same church now, sparking dating rumors: Three months after Kylie Jenner’s Instagram post confirms the Jenner family’s friendship with Hailey Baldwin, Kendall Jenner, Baldwin, and Justin Bieber are photographed attending the Hillsong church together. Starting now, Baldwin and Bieber are officially hanging out regularly, and dating rumors are a-plenty.

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December 8, 2014: Deny, Deny, Deny

Hailey Baldwin denies dating Justin Bieber: In early December 2018, Hailey Baldwin denied dating rumors for the first time in a video interview with E! News. Baldwin said that “I’ve known [Justin Bieber] since I was so young—since I was like 13—and we’ve just been good friends over the years. We have just stayed close and there’s nothing more to it than that.”

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December 15, 2014: A Very Bieber Denial

Bieber *insists* he and Hailey Baldwin aren’t dating: Following Hailey’s suit, Bieber posts a selfie with Baldwin on Instagram to clarify his single status (almost in a way that seems to…overcompensate?).

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December 27, 2014: Maintain the Lie

After a night out, Bieber and Baldwin are photographed having breakfast (!!!) together: A little over a month after being seen at photographed attending church with Kendall Jenner, Baldwin and Bieber are seen having dinner at Mr. Chow, and are then spotted entering Justin Bieber’s place on the same night (December 26). The next morning (December 27), they’re seen having breakfast at a diner. But Hailey holds her poker face, tweeting “Glad I got such a good night sleep last night, at MY own home, alone. Quit it with the stories!” (Spoiler alert: nobody bought it.)

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January 1, 2015: New Year, New Couple?

Ringing in the new year together: Okay fine, they’re still not officially together as of 2015, but Hailey Baldwin and the Biebs were in suspiciously close proximity when the clock struck midnight on NYE 2015.

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January 23, 2015: Cheeky

They get cozy at a Clippers game: Biebs and Baldwin still appear to be just BFF’s as of January 2015, but let’s just say they’re…close. The two are cheek-to-cheek in a group photo taken at a Clippers game in Los Angeles, which was posted to Kendall Jenner’s Instagram.

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April 23, 2015: Aw Honey, You Baked

Just fedorable: By April 2015, the internet is asking just one question: are they dating yet? It’s unclear at this point, but they enjoyed a rather romantic baking class together in Los Angeles where they were later joined by Kendall Jenner (who is credited to starting JB and HB’s friendship).

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July 9, 2015: Matching Tats

Matching tattoos: In honor of a couple from their church whose daughter, Georgia, suffers from Lissencephaly, JB and HB both got the letter “G” tattooed. JB’s is on his upper forearm, while Hailey Baldwin got the ink behind her ear (as did Selena Gomez).

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September 2015: Too Much Drama

Selena Gomez opens up about Justin Bieber to ELLE: Gomez graced the cover of ELLE’s September 2015 issue, opening up about how Bieber drama was beginning to eclipse her work.

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November 2015: I Bet You Think This Song Is About You

Bieber opens up about Selena Gomez on Ellen: In an appearance on Ellen to promote his new album Purpose, Bieber revealed that three songs from the album were about Selena Gomez: “What Do You Mean?” “Sorry” and “Mark My Words”.

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November 23, 2015: A Serenade for Selena

Justin Bieber is filmed serenading Selena Gomez in a bar: Just two months after Selena Gomez opened up about ex-boyfriend Justin Bieber in her ELLE interview, the two are filmed taking a stroll together in Los Angeles, followed by Justin Bieber singing “Sorry” to Gomez, which he’d admitted was about her in an interview with Ellen Degeneres earlier that month.

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December 2015: Borrowed From the Biebs

Hailey Baldwin posts to Instagram wearing Justin Bieber’s sweatpants: Just one month after Jelena seemed to be on the verge of a romantic reunion, Baldwin posted a photo on Instagram wearing a pair of Justin Bieber’s drop-crotch sweatpants. In comments that have since been deleted, Bieber commented on the photo saying “Gimme back my sweats dick,” to which Baldwin replied “No sorry they look better on me,” Hollywood Life reports.

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December 29, 2015: Couple’s Vacation?

They go on a tropical vacation together, where they ring in the new year (again): As their countless interviews and social media posts throughout the month of December so astutely pointed out, JB and HB are friends and only friends at this point. Except that they’re not. Bieber posted a number of photos to Instagram detailing their Anguilla getaway, including this video of them engaging in so-obviously-not-friends behavior. The pair vacationed together (with Bieber’s family) until at least January 1, when both parties posted photos with each other to their Instagram accounts, wishing followers a happy new year.

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January 3, 2016: Insta Official, Round 1

They (finally) confirm their relationship: Riding the high from their tropical getaway, Justin Bieber *officially* confirmed what everyone knew on January 3, 2016 when he posted this Instagram photo of he and Baldwin kissing.

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February 2016: It’s Casual, OK?

JB and HB both confirm that they’re *sort of* dating: In separate interviews, Bieber and Baldwin both confirmed that they were in a non-exclusive relationship. “We are not an exclusive couple,” Baldwin told E!. “He’s about to go on tour. Relationships at this age are already complicated, but I don’t really like to talk about it because it’s between me and him.” While Bieber reported to GQ that Hailey Baldwin is “someone I really love,” but that he doesn’t “want to be held down by anything.”

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August 2016: Onto the Next

Justin Bieber unfollows Hailey Baldwin on Instagram and is photographed with Sofia Richie: Six months after divulging the details of their non-exclusive relationship, Justin Bieber and Hailey Baldwin appear to be broken up. Bieber is photographed arm-in-arm with Sofia Richie and unfollows Hailey Baldwin on Instagram.

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August 2016-April 2018: Another Jelena Break

The dark ages: After their mysterious breakup in August 2016, Justin Bieber and Hailey Baldwin entered a period of no contact. JB and HB were not friends, they didn’t see each other (even in group settings with the Jenners & Co.), and they didn’t follow each other on social media. During this period of no contact, Justin Bieber was on-again-off-again with Selena Gomez; Jelena ended their most recent relationship attempt in March 2018.

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May 27, 2018: Friends Again

Reunited (as friends…sure) and it feels so good: After almost two years of not speaking, Hailey Baldwin confirmed in May of this year that she and JB are friends again. “Justin and I were friends for a long time,” she said in an interview with The Times UK. “I met him when I was really young and he was one of my best friends. Everybody knows that at a certain point in time that turned into something else, but that just happens when you’re 18, 19. We went through a long period of time when we weren’t friends. We didn’t speak for quite some time and there was a lot of weirdness that went on. We’ve moved past that.”

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June 11, 2018: Cuddly at Church…Again

Okay…maybe, probably dating again: After being spotted getting cuddly at a church conference, Hailey Baldwin and and Justin Bieber are filmed at Liv nightclub in Miami looking very, extremely back together.

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June 13, 2018: New York State of…Something

Looking happy in NYC: After a few cozy encounters in Miami, JB and HB put on a show for the paparazzi in NYC.

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June 16, 2018: It’s Official…Again

Annnnnnd we have a couple: After (publicly) rekindling their friendship in May, fans photograph Baldwin and Bieber kissing in Brooklyn, NY.

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June 29: Shawn Mendes Vanishes From Baldwin’s Insta

Hailey Baldwin deletes all photos of Shawn Mendes from her Instagram feed: The internet semi-broke when Hailey Baldwin stepped out onto the Met Gala red carpet with Shawn Mendes last May. While both parties said they attended as friends, Baldwin deleted all traces of Mendes from her Instagram feed after going public with Justin Bieber.

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July 1, 2018: Makeout City

Grand Makeout Tour of the United States™: Jailey is currently alive and well—and making out all over the United States of America. The two have been spotted locking lips in Washington State, all over New York City, and most recently in the Hamptons, where they experienced some car trouble on the road. Ah, happily ever after, I’m sure.

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July 7, 2018: He Puts a Ring on It

And…they’re engaged. Does it seem fast? Or if you managed to read until this last slide, maybe you saw it coming. Either way, it’s real: Bieber proposed to Baldwin and put a giant ring on it.

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