Hailey Bieber’s Dating History – A Complete List of Boyfriends

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Model and entrepreneur, Hailey Bieber (formally Hailey Baldwin), is no stranger to whirlwind romances and shotgun weddings. 

Since launching her modeling career in 2014, she has been linked with many famous A-listers, musicians, and even an NBA player. Despite the gossip, she only claims a few of her past relationships and summer lovers to be true.

One thing’s for sure though – for the past five years, Hailey Bieber has been married to one of the biggest male pop stars in the world, Justin Bieber. But who were her ex-boyfriends before she officially became Mrs. Bieber? 

Let’s take a trip down memory lane and explore the list of men in Hailey Bieber’s dating history…

Rumored Ex: Fai Khadra

Who is He? Model & singer
Dated In: May 2015

It’s not uncommon for rumors to swirl around celebrities and their relationships, and Fai and Hailey were no exception. 

The pair were rumored to be dating in 2015, but they have since kept things platonic and on a friendship-level. 

It’s believed Hailey’s friend Kylie Jenner also dated Fai, but despite the buzz, the two were simply good friends. Fast-forward to 2019, and Fai actually attended Hailey’s wedding to Justin Bieber. 

While the details of their hook-up (if there was one) remain a mystery, it’s clear that Fai and Hailey still maintain a positive relationship. 

Maybe they did find love with each other, and perhaps things did get a little spicy. Whatever the case, it’s heartening to see two people remain close despite the rumors.

Fai Khadra hailey bieber
yourboyfai | Instagram

Rumored Ex: Luke Hemmings

Who is He? Singer & musician
Dated In: October 2015

One of the many rumored guys in Hailey Bieber’s dating history is none other than Luke Hemmings.

In 2015, Hailey took to Twitter to debunk rumors that she was hooking up with the 5 Seconds of Summer band member. The tweet, which wrote, “I never went on a date with Luke from 5 seconds of summer. so if everyone wants to chill that’d be dope,” immediately sparked a frenzy among her followers. 

Hailey later deleted the tweet, leaving fans to speculate about its meaning. Was she lying and secretly seeing Luke? Or was it just a harmless tweet deletion, like those she deleted in the past about her rumored relationship with Justin? 

She was spotted out to dinner with the boybander in New York City, so it’s safe to assume *something* was going on.

Like many stars, it’s rare that Hailey claims any of her past love affairs. So it looks like we may never find out. Maybe Luke just wasn’t her type…

luke hemmings
lukehemmings | Instagram

Ex: Justin Bieber

Who is He? Singer
Dated In: Jan – April 2016 (married now – scroll down!)

The love story between Hailey and Justin started at a meet-and-greet way back in 2009. They began as friends, having known each other since their early teens, and they made their first public appearance together (but not as a couple) on the Never Say Never red carpet in 2011. 

After a few other romances and a love triangle between Justin and Selena (and Hailey), the now-married couple made things official in 2016. They posted photos of themselves kissing each other, going on vacation together, and attending each others’ family gatherings. 

Hailey and Justin’s relationship hasn’t always been a smooth ride, though. After their initial break up, they  unfollowed each other on socials, and both dated other people. But their feelings for one another obviously never really went away…

justin hailey early days
justinbieber | Instagram

Rumored Ex: Drake

Who is He? Rapper
Dated In: May 2016

Following her initial breakup with Justin, Hailey apparently had a fling with Drake!

Although nothing was ever confirmed by the couple, People reported that Hailey and Drake were casually seeing each other. They were indeed caught dining together and cozying up to each other at parties. 

After he was spotted wearing her gold charm “H” necklace, Drake’s song lyrics hinted at a former romance with Hailey. The lyrics of Bahamas Promises included, “Hailey, it’s sad that I know all the tea / Broken pinky promises / You f*cked up our Bahamas trip / I know that you’re not for me.” 

It’s not entirely clear if the two ever dated, but by the sounds of it, Drizzy and Hailey definitely hit it off.

drake hailey baldwin
rubyrose | Instagram

Rumored Ex: Jordan Clarkson

Who is He? NBA star
Dated In: Jan – March 2017

Hailey Bieber’s dating history also includes an NBA star!

In 2017, rumors swirled that Hailey was dating Jordan Clarkson – someone her bestie Kendall Jenner also dated.

Hailey and Jordan were photographed lunching together, and further proof was given when she cheered him on at his basketball matches. The pair were even spotted hand in hand.  

This relationship was never confirmed, but Hailey did refer to Jordan as one of her “fwendssssss” in an Instagram photo with Justine Skye. 

Interestingly, Jordan was spotted with actress Chantel Jeffries at the NBA All-Star Game in February 2016. As you may recall, Chantel was rumored to be Justin Bieber’s girlfriend in 2014. It’s a small world, isn’t it?

Jordan Clarkson
jordanclarksons | Instagram

Rumored Ex: Cameron Dallas

Who is He? Influencer, model & actor
Dated In: April – June 2017

It’s no surprise that these two models hit it off. Not only are they both represented by IMG, but they were also part of the same social circle.

While they were occasionally spotted out, and Cameron even met Hailey’s parents at her Elle UK cover interview, she insisted, “he’s not my boyfriend yet. Technically, I’m single.”

Ultimately, their rumored love affair was short-lived, lasting just over a month. According to sources close to the couple, Hailey and Cameron’s busy schedules and conflicting priorities caused the split. 

Despite the breakup, they remain on good terms and continue to support each other’s endeavors.

Cameron Dallas hailey baldwin
camerondallas | Instagram

Ex: Shawn Mendes

Who is He? Singer
Dated In: October 2017- May 2018

Shawn Mendes and Hailey Baldwin have a complicated history that still leaves everyone wondering – were they just friends or something more? 

Their apparent fling dates back to 2013 when Hailey actually tweeted that she’d like to date the Mercy singer. However, it wasn’t until 2017 when dating rumors really began to swirl.

Hailey and Shawn were seen hugging and hanging out multiple times. But the peak of their rumored romance was when they attended the 2018 Met Gala together and truly looked like the real deal. 

Unfortunately, the spark between them faded (or was never even ignited?) not long after the event, when Hailey announced that she was “single” and that Shawn was “super-lovely.” 

So, is Shawn one of Hailey’s ex-boyfriends? Neither of them have ever admitted to dating, but Shawn did acknowledge that they had a romantic involvement at one point, saying he preferred to keep their past relationship label-free.

shawn mendes hailey baldwin
shawnmendes | Instagram

Husband: Justin Bieber

Who is He? Singer
Dated In: June 2018 – Present

Hailey and Justin’s love story is definitely one for the ages. After years of being on-again-off-again, the couple finally decided to give their romance another shot in the summer of 2018. 

From the moment they reunited, their chemistry was clearly still as strong as ever, and it wasn’t long before they became one of the most talked-about celebrity couples of all time.

Justin and Hailey were spotted out and about in New York City, stealing kisses and holding hands like two teenagers in love.

After rekindling their romance in July of that same year, Justin proposed to Hailey while on vacation in the Bahamas. The couple then got married in a private courthouse ceremony in September 2018. The following year, they had a larger, more formal wedding with family and friends.

Today, Hailey and Justin are happily married and are enjoying their life together as a couple. If you follow them on socials, you’d have noticed their constant love and support for each other, as well as their furry family member, Oscar the dog. 

justin hailey wedding
justinbieber | Instagram

Whether you root for Justin’s relationship with Selena Gomez, or support Justin and Hailey, it’s pretty obvious that these two are meant to be together. Their love story is a testament to the fact that sometimes, true love really does come back around. 

Regardless, Hailey has continued to make a name for herself and is building her million dollar brand with her hubby.

Although Justin is the only confirmed relationship in Hailey Bieber’s dating history, would you say she best suits another boy on this list? Let us know what you think in the comments below!



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