Hailey Baldwin and Drake started dating when she was 18/19.
Fans found an interview where Hailey Baldwin said she knew Drake for a long time. She had turned 19 at the time, The interview was in 2016.
In the interview with E! News on the MMVA carpet, Hailey said:
“I’ve known him for a long time, I don’t know if people really know that, I’ve known him for about like four years. He’s a great friend.”
This would put her at around 15 when they started talking/being friends.
At the time they started dating, sources told U.S weekly drake had been pursuing Hailey and showering her with gifts before they started dating.
They started speaking more when she turned 18. They went on a few dates before he started wearing a Necklace with the letter “H”, the same Necklace she wore. TMZ caught them on a few dates. A source told Hollywood Life about the date they had on a memorial day in 2016.
“Drake and Hailey were most certainly on a date Tuesday night. They started the night at Ysabel restaurant on Fairfax and they finished the night back at his place! After dinner, they went to Nice Guy for a bit before going back to his place. He was a gentleman the whole time, opening doors for Hailey and things like that,”
The above was the picture of their first (captured) date photo.
At a certain point the dating came to an end as sources say she was starting to get interested a lot in Justin Bieber.
Fans dug up the 2 year old (2016) interview, because it sounded a lot the situation people are trying to warn Millie Bobby Brown about, as Millie said similar things to about Drake. They’re “Great friends”, they “Text all the time”. She also said they talk about boys and he gives her relationship advice. In an interview she said:
I love him. I met him in Australia and he’s honestly so fantastic… [he’s a] great friend and a great role model…We just texted each other the other day and he was like ‘I miss you so much,’ and I was like ‘I miss you more,’ he’s great.”
Drake also has been seen a lot with Bella Harris, who he was spotted hanging out with ever since she was 16.
All of the above images of Bella Harris were in 2016 when she was 16.
She recently turned 18, and they’ve been seen hanging more according to reports, over the summer.