Tyneesha, Keaton's sister, and Rachel have been friends since 2018. So they met then but didn't get to know each other until last year on May 15 when their friends went on a quadding trip to Christina falls. He started talking to her the next day and in August, a month before she left for Hawaii, they started dating.
Keaton picked Rachel up from work on a Saturday and they went and got Timmy's. They had this day planned out so she knew they were going a date. The two started driving towards the Hudson's Hope lookout. Rachel had no clue it was going to happen. She didn't even clue into the fact that is was their first date spot. They got there and were walking around and then out of the corner of her eye Rachel saw two people crouching near a bush. She didn't think much of it at first and then she figured out what was going on. Their photographer was there to capture all of it. Keaton proposed right away because she had figured it out and then they went and told their families the exciting news.