Every Event That Lead To Jailey’s Inevitable Engagement

Sorry Beliebers, it looks like Hollywood’s favourite heartthrob just made one Beauty and the Beat his bride-to-be.

Although Justin Bieber and Hailey Baldwin haven’t verbally confirmed their engagement just yet, a TMZ report states that Bieber popped the question to Baldwin in the Bahamas on Saturday night. The Canadian pop star’s security staff reportedly asked restaurant patrons to put their phones away before Bieber proposed to the U.S. model.

After only a few weeks of rekindling their relationship, the engagement may seem sudden, but the two have actually known each other for years. They first met in 2009, when Hailey’s father, actor Stephen Baldwin, introduced his daughter to Bieber backstage at The Today Show, who appears sheepish while the pop star smiles at Hailey and does his signature hair flip. Fans dug up the ancient video clip shortly after their engagement made social media headlines, which led to an unravelling of clues justifying that the engagement was always bound to happen.


February 2011

The two met again at the Regal E-Walk 13 in Times Square, New York City during the premiere of Bieber’s Never Say Never movie. Steve Baldwin is once again at his daughter’s side throughout their encounter, perhaps he was the original man behind all of the magic?


November 2014

Baldwin and Bieber are seen at Hillsong church in Los Angeles together, along with celebrity BFF Kendall Jenner.


December 2014

Although Hailey tells E! News that her and Justin have just been “good friends over the years,” the two were spotted dining together at Mr. Chow in New York City. They made their way back to his place, and were then spotted again the next morning having breakfast. Could the clues be any more perfectly aligned? Although they look like a match made in heaven, Baldwin took to Twitter to address their rumoured relationship, asking people to “quit the stories” shortly after the photos went viral.


January 2015

Baldwin and Bieber rang in the New Year together by sharing a video from a New Years Eve party that they both attended. Although Bieber had an on-and-off relationship with Selena Gomez during this time, it seems she was nowhere in sight.

2015 I'm coming for u

A post shared by Justin Bieber (@justinbieber) on


January 23, 2015

The two are seeing making playful smooching faces at each other in a picture that Kendall Jenner shared of the group at a Clippers game. They’re looking pretty close to each other to be “just friends.”

A post shared by Kendall (@kendalljenner) on


February 2015

Baldwin continued to shut down rumours of their relationship after telling E! at the amfAR New York Gala: “We’re just friends. He’s just going through a time in his life where he’s transitioning in a really positive way and he needs good people around him. And I’m trying to be a good friend and be there for him and support him.”


December 20, 2015

As if things couldn’t get any more flirtatious, Hailey shares a photo on Instagram of her decked out in a pair of Bieber’s sweatpants. According to Hollywood Life, Bieber commented “Gimme back my sweats dick,” while Baldwin replied with “No sorry they look better on me.” This was all still happening while Selena and Justin are enduring their on-and-off relationship. Yikes!

Hiii Sham

A post shared by Hailey Baldwin (@haileybaldwin) on


December 29, 2015

Beliebers everywhere went crazy after a video of Justin sticking his wet finger in Hailey’s ear went viral. The video was taken during a Bieber family vacation to Anguilla, where the chemistry between the two could no longer be denied.

She thought we were taking a photo

A post shared by Justin Bieber (@justinbieber) on


January 3, 2016

Finally, we’re getting somewhere! After the pair spends another New Year’s Eve together in Anguilla, things are finally Instagram official after Justin posts a picture of the two sharing a passionate kiss.

A post shared by Justin Bieber (@justinbieber) on


February 11, 2016

In an interview with GQ, Bieber spills the tea about his relationship drama and hints at the fact that Hailey may be the girl who he wants to one day marry.

“I know that in the past I’ve hurt people and said things that I didn’t mean to make them happy in the moment. 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 – June 2018

The two reportedly broke up in 2016, and Bieber started a fling with teen model Sofia Richie. According to Baldwin, things were tense between her and Bieber and the two shared zero contact with each other. Despite the drama, speculation began to rise in June as the pair were spotted getting all up and personal with each other in Miami and New York City.



July 1, 2018

The two are no strangers to silly shenanigans. After their car broke down in The Hamptons, they were caught on film jokingly directing traffic. Couples who play together, stay together, right?


July 8, 2018

Bieber finally pops the question! The TMZ report states that two eyewitnesses saw the entire thing go down and that Justin’s security told the entire restaurant to put their phones away, as something special was about to happen. He then got down on one knee and proposed to Baldwin in front of everyone!


July 7, 2018

Justin’s mom shared this ambiguous tweet, could this possibly be about the engagement?


July 8, 2018

Justin’s dad shares his input on the engagement via Instagram, writing “@justinbieber Proud is an understatement! Excited for the next chapter!” Proud of what, eh?

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

A post shared by Jeremy Bieber (@jeremybieber) on

What’s next for the couple? Is Selena OK? Will their wedding be the celebration of the century? There are so many questions that have yet to be answered, but in the mean time, we’re absolutely ecstatic for the happy couple.