Gilbert messaged Kathryn asking her out to dinner one day in August 2019. Because it was summer and she was only taking one class at UCLA, she said "sure why not!?" and agreed to go out that same night. He asked her what her favorite food was, and she said, "sushi." Later that night he took her out to dinner (with Foxy) at Sushi Roku in Santa Monica and they sat on the patio and had an amazing time. After dinner they walked around the Santa Monica pier and he won her a stuffed Unicorn. He asked her out on a second date that same night and they saw each other every weekend happily ever after. :)