Justin and Hailey take a selfie backstage at the Today show in 2009. She is a month shy of 12, he is 15.
Hailey and her dad Stephen Baldwin join Justin at the premiere of his biopic Never Say Never in New York City. Hailey is 14 and Justin is a month shy of 17.
Hailey celebrates her 18th birthday with Justin and other friends, such as Kylie Jenner and Kendall Jenner. No romance rumors yet.
Hailey and Justin appear together in Instagram pics, sparking romance rumors.
"I've known him since I was so young—since I was like 13—and we've just been good friends over the years," Hailey tells E! News at the time. "We have just stayed close and there's nothing more to it than that."
"People are crazy. I'm super single and this is my good friend u would know otherwise," Justin says, alongside a photo of him and Hailey sitting in a car.
The two are spotted out dining in New York and New Jersey and also hang out at his residence.
Justin celebrates his 21st birthday with Hailey and other friends in the Caribbean.
Selena, who at this point had dated Justin on and off until 2014, shocks fans by liking a video he posts that shows him hula-hooping with Hailey at Target. Friendly exes?
Justin and Hailey spark engagement rumors thanks to a bogus news story, which also spurred the hashtag #CongratsJustinandHailey.
The two are spotted walking together in Beverly Hills.
Justin and Hailey get cozy while celebrating the holiday in Anguilla.
Justin and Hailey don't look too happy in paparazzi photos from their New Year's trip to the Caribbean.
The two share a passionate kiss on a night out.
A source tells E! News that Justin and Hailey's relationship is "more of a just a fling," adding, "They have a lot of fun together but don't know what will happen now. They aren't thinking too much about it and are just having fun."
The two reunite in San Francisco for Super Bowl 50 Weekend.
"They are not an exclusive couple even though Hailey has made it clear that's what she wants from Bieber," a source tells E! News. "They spent the night together Saturday."
"All of Bieber's friends like Hailey and would like to see them together," the source adds. "They are dating. They both had a great time this weekend with each other."
"Hailey made me get corn rows like an absolute douche bag, these will be off tomorrow trust me Danny," Justin says, showing off a new look during their vacation.
Meanwhile, a source tells E! News, "Hailey and Justin have a very tight relationship. They both are very close with each other's families and care very deeply about each other. Hailey's family has been there and supported Justin through his transition so Justin has a strong respect for them."
"He loves Hailey as a friend and considers her one of his best friends," the source adds. "They both also have a strong attraction towards each other and this trip they have been having fun with their families, but also had some alone time. Hailey and Justin like to party and let loose and this romantic connection has always been there."
Justin tells GQ magazine that Hailey is "someone I really love," adding, "We spend a lot of time together."
"We are not an exclusive couple. He's about to go on tour," Hailey tells E! News about Justin after his GQ article comes out. "Relationships at this age are already complicated, but I don't really like to talk about it because it's between me and him."
"Hailey is not dating anyone at this time, just hanging out with her friends and working," a source tells E! News. "Bieber and Hailey are still close friends, but he is on tour and extremely busy now, so they have not seen each other that much. Bieber and Hailey love each other but have a good understanding where they both stand at the moment."
"I don't want attention out of dating somebody," Hailey tells Marie Claire. "Texts started coming through, crazy phone calls...it's hard to date somebody in this industry. You have to have really thick skin and be very strong. You have to focus on the person and nothing else."
The two grab some java as they head to the airport in NYC.
Justin and Selena rekindle their romance.
E! News learns Hailey is dating the singer.
The two call it quits over their romance again.