Who Has Hailey Baldwin Dated? 6 Guys She Opened Up Her Heart to Before Getting Engaged

Yes, it's true: Hailey Baldwin and Justin Bieber are getting married. The 24-year-old singer got down on one knee while the two were vacationing in the Bahamas over the weekend, and of course, Hailey said, "Yes." Justin and Hailey's relationship timeline may seem like a roller coaster ride given how many times they've broken up and gotten back together, but Justin certainly isn't the only guy that Hailey's opened up her heart to. From musicians to an NBA player and even a YouTube star, here's a history of Hailey's rumored and confirmed romances.

Luke Hemmings
Getty | Raymond Hall

Luke Hemmings

Hailey and the 5 Seconds of Summer singer sparked romance rumors when they were spotted grabbing dinner together in NYC back in October 2015. However, the model later set the record straight on Twitter, writing, "I never went on a date with Luke from 5 Seconds of Summer. So if everyone wants to chill that'd be dope."



Hailey was linked to Drake in 2016 after they were reportedly spotted "getting cozy" at his Memorial Day party. "They were having a lot of fun together and were very affectionate," a source told People at the time. Drake was even spotted wearing Hailey's "H" necklace. Still, Hailey insisted they were just friends. "I've known [Drake] for a long time, I don't know if people really know that," Hailey previously told E! News. "He's a great friend."

Jordan Clarkson

Jordan Clarkson

In January 2017, she then appeared to move on with the NBA star, who also happens to be pal Kendall Jenner's ex. The two were spotted out together on multiple occasions, however, things seemed to fizzle out a few months later.

Cameron Dallas
Getty | David M. Benett

Cameron Dallas

By June 2017, Hailey began "casually dating" the YouTube star. According to E! News, "[They] met through friends and had an instant connection. They are both signed with IMG [modeling] agency and run in the same friend group." The couple's time together was short-lived, though, as Hailey seemed to hint at their split in August 2017 when she unfollowed Cameron on Instagram.

Shawn Mendes
Getty | Kevin Mazur/MG18

Shawn Mendes

Hailey and Shawn were first linked in October 2017 when they were reportedly seen "holding hands and cuddling up to each other" at a Halloween party. The pair generated romance rumors for months, and even attended the 2018 Met Gala together, but they remained adamant that they were simply just friends.


Justin Bieber

Hailey and Justin first hit it off in 2009 after they were introduced by her dad, Stephen Baldwin, at one of his meet-and-greets in 2009. The two were friends for a few years before things eventually turned romantic. Hailey and Justin dated off and on between 2015 and 2016, and rekindled their romance in June 2018 following Justin's split from Selena Gomez.

To top things off, the two are now engaged! Justin popped the question to Hailey with a massive engagement ring while vacationing in the Bahamas in July 2018. Justin later confirmed the news on Instagram with a heartfelt note to Hailey on Instagram. "My heart is COMPLETELY and FULLY YOURS and I will ALWAYS put you first!" he wrote. "You are the love of my life Hailey Baldwin and I wouldn't want to spend it with anybody else." We can't wait for them to tie the knot!