After swiping right on each other, and some talk about fishing. Timothy asked Cate on a date that was fun for him and interesting for her, they went to the gun range. He was impressed when she showed up with her own pistol, and was a good shot. She was impressed that he was kind and loaded her magazines.
On February 15, 2020, Timothy asked Cate to go to the drive-in movie. This was a special place for them as he had planned an elaborate date there at the beginning of their relationship. Once at the drive-in theater waiting on the movie to begin "My Last Name" by Dierks Bentley begins to play and Timothy springs into action. Getting on one knee in the bed of his truck he asks Cate to marry him and she says 1,000 times yes! Amidst all the excitement the movie begins, and Timothy sweetly looks down at his shoulder and asks Cate to, "Stop crying and watch the movie".