When Jack was 16, he won a scholarship through the National Italian Invitational Golf Tournament, an event that Anna and her family attend every year. Except for the year Jack won. Twelve years later, Jack was asked to return as an alum. He almost didn't go, but made a last-minute decision to stop by for dinner. As he was about to leave, he saw Anna across the room, and knew he had to meet her. The two briefly met, but in a Cinderella-esque exit, Anna fled the ball to change into yoga pants before Jack had the opportunity to get her number. Luckily, Jack was able to attain her contact information after seeking permission from a variety of protective attendees. It was the most old-fashioned thing that ever happened to Anna, and she's so glad it did.