A Comprehensive Timeline of Hailey Baldwin and Justin Bieber’s Relationship

Fresh off the heels of Ariana Grande and Pete Davidson’s whirlwind engagement, Justin Bieber and Hailey Baldwin are the latest celebrity couple to get engaged after dating for less than a month.

The duo—notoriously known for keeping their relationship private—first sparked dating rumours back in 2014, shortly after Bieber and Selena Gomez called it quits the first time. Over the last four years, Jelena’s relationship has taken us all on an emotional roller coaster ride, while Baldwin has been romantically linked to other famous Canadian musicians like Drake and Shawn Mendes.

From their on again/off again dating to their recent Bahamian engagement, here’s everything you need to know about Baldwin and Bieber’s nine year relationship.

October 2009: The First Meeting

Bieber and Baldwin meet for the first time after her dad, actor Stephen Baldwin, introduced them backstage at The Today Show. The whole encounter is cringe-worthy, with Baldwin looking less than impressed. Bieber retweeted the video in 2016 with the caption “Haha. Amazing”.

Photography by Richard Corkery/NY Daily News Archives/Getty

February 2011: Dad Intro #2

Baldwin attends the premiere of Never Say Never with her dad at the Regal E-Walk 13 in Times Square. Later that month, Bieber confirmed his relationship with Selena Gomez when they attended the Vanity Fair Oscar Party together.

Photograph via twitter/haileybaldwin

September 2011: Hailey Tweets About Jelena

Baldwin shares her support for new couple, Jelena, on Twitter writing, “I don’t care what anyone says but Justin Bieber and Selena Gomez together is the definition of a teenage dream! #word”. Meanwhile, Gomez performs in Las Vegas with “Justin” written on her wrist and Jelena attend the red carpet premiere of Abduction in Los Angeles.

2 brunettes X 2 blondes

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August 2014: Getting Cozy with the Jenners

All throughout 2014, Bieber is photographed hanging out with the Jenner clan. In August 2014, Baldwin officially joins the close knit group, appearing in an Instagram photo Kylie Jenner posts of the pair snuggled up with Kendall Jenner and Gigi Hadid. The above photo was posted four months after Gomez unfollowed both Jenners and deleted all photos with them from her Instagram account.

Photograph via twitter.com/justbieberzone

November 2014: Take Me to Church

Fan taken photos begin to circulate on social media of Baldwin and Bieber attending a service together, alongside Kendall Jenner, at Hillsong Church in NYC, sparking dating rumours.

December 2014: Hailey Denies Dating Justin

In an interview with E!, Baldwin denies dating Bieber, stating, “I’ve known [Bieber] since I was s young, since I was like 13, and we’ve just been good friends over the years. We have stayed close and there’s nothing more to it than that.”

December 2014: Justin Denies Dating Hailey

Bieber also denies dating rumours, posting a selfie of the duo on Instagram with the caption, “People are crazy. I’m super single and this is my good friend u would know otherwise.”

 

Photograph via twitter.com/haileybaldwin

December 2014: The Denial Continues

After dining together at Mr Chow, Bieber and Baldwin are photographed entering his house and are seen the next morning having breakfast at a diner. Shortly after, Baldwin continued to deny, deny, deny, tweeting, “Glad I got such a good night sleep last night, at MY own home, alone. Quit it with the stories!”

2015 I'm coming for u

A post shared by Justin Bieber (@justinbieber) on

January 2015: New Year Celebrations

Bieber posts a video to Instagram from a NYE party where Baldwin was also in attendance.

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January 2015: Getting Cheeky

Kendall Jenner posts a group pic to Instagram from a Clippers game in Los Angeles, with Baldwin and Bieber posing cheek-to-cheek.

April 2015: “The Couple That Bakes Together, Stays Together”

Questions about the status of their relationship continue to grow as Baldwin and Bieber enjoy a baking class together in Los Angeles alongside Kendall Jenner.

July 2015: Matching Tats

In honour of a little girl, Georgia, who suffers from Lissencephaly, both Baldwin and Bieber got the letter “G” tattooed. Bieber’s is on his forearm, while Baldwin’s is behind her ear (as is Gomez’s).

Hiii Sham

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September 2015: Selena Opens Up

In an interview with ELLE, Gomez opens up about how the drama surrounding her and Bieber was beginning to overshadow her career. Shortly after, Baldwin posts a picture wearing oversized sweatpants, which Bieber confirms are his in the comment sections. “Gimme back my sweats dick”, he writes, with Baldwin replying, “No sorry they look better on me.”

 

She thought we were taking a photo

A post shared by Justin Bieber (@justinbieber) on

December 2015: Couple’s Retreat?

Baldwin and Bieber go on a tropical vacation to Anguilla together, alongside Bieber’s family, where they engaged in flirty PDA that’s obviously not ‘just friends’ behaviour.

A post shared by Justin Bieber (@justinbieber) on

January 2016: Insta Official

The pair seem to *finally* confirm their relationship with a PDA-heavy Insta post. On January 3, 2016, Bieber posts this photo of himself passionately kissing Baldwin.

February 2016: Keeping it Casual

After confirming that they are indeed dating, both Baldwin and Bieber insist it’s casual in separate interviews. Baldwin tells E! “We are not an exclusive couple. 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.”

Bieber explains to GQ“So now I’m just more so looking at the future, making sure I’m not damaging them. What if Hailey ends up being the girl I’m gonna marry, right? If I rush into anything, if I damage her, then it’s always gonna be damaged. It’s really hard to fix wounds like that. It’s so hard.… I just don’t want to hurt her.”

 

August 2016: Onto the Next

Bieber unfollows Baldwin on Instagram and is seen with Sofia Richie six months later, confirming that he and Baldwin have ended this casual relationship.

August 2016-April 2018: The Dark Ages

Baldwin and Bieber’s August 2016 breakup seems to have concluded in a falling out. They aren’t pictured together, don’t hang out with their mutual friends, and both unfollow each other on social media. During this time, Bieber reignites his on-again-off-again relationship with Gomez.

May 2018: Friends Again

After 2 years of not speaking—at least, to our knowledge—Baldwin and Bieber reunite…as friends. In an interview with The Times UK, Baldwin states “Justin and I were friends for a long time. 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.”

June 2018: Church Cuddles

Dating rumours begin to swirl again after the pair are spotted at church together and then a Miami club getting cuddly.

@tommyhilfiger via Instagram Stories #haileybaldwin #justinbieber #jailey

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June 2018: New York State of Mind

Baldwin and Bieber are photographed goofing off for the cameras in NYC. It’s worth noting that on these urban outings, Bieber is wearing hotel slippers. Very casual!

June 2018: It’s PDA Official…Again

Fans capture the couple making out on the Brooklyn Bridge, officially confirming that their on-again-off-again romance is very much on.

Photography via Noam Galai/Getty

June 2018: No More Mendes

After publicly confirming her relationship with Bieber, Baldwin deletes all traces of Canadian musician Shawn Mendes from her Instagram feed. In May, the pair attended the MET Gala together and sparked romance rumours.

July 2018: The Make Out Tour

Jailey continue making out all over the USA, where they were spotted kissing in Washington, NYC, and in the Hamptons after experiencing some roadside car trouble.

 

Photography via twitter.com/coconiiks

July 7, 2018: He Puts a Ring On It

Although neither Baldwin or Bieber have yet to publicly confirm their engagement, TMZ reports that Bieber popped the question in the Bahamas on July 8. Since then, photos have surfaced of Baldwin’s massive engagement ring, which is enough of an indicator that there is, in fact, “One Less Lonely Girl.”

@justinbieber Proud is an understatement! Excited for the next chapter!

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July 8, 2018: A Proud Father

Bieber’s dad, Jeremy, posts a photo on IG, writing “Proud is an understatement! Excited for the next chapter!”

July 9, 2018: An Official Announcement

It didn’t take Bieber long to confirm the rumours of his proposal on social media. Sharing a pair of black and white photos of him and Baldwin, the “Sorry” singer rambles on about God, the number seven and the love of his life. Despite spelling errors, it’s really quite sweet!

July 9, 2018: An Official Announcement Part 2

Baldwin shares a sappy tweet, detailing her gratitude for being able to spend “the rest of her life” with “such an incredible person.”