Initially, Thomas and Alexandria wanted to meet in 2020, having decided that it was time to see if this connection that they've had for years was just online personas or if they had an actual, genuine connection. However, the COVID-19 pandemic robbed them of that chance for 2020. For their safety and the safety of their families, they waited. In 2021, they finally got their chance to meet in person.

In March of 2021, Thomas and Alexandria met for the very first time and it was clear to them that it was an instant connection. The first time they met, Thomas and Alexandria went to MoMA in New York City, so that Alexandria could see her favorite painting, Starry Night. Their first official date was to Cheesecake Factory and Barnes and Noble, and they started to get closer and closer. By December, it was clear to them that they were going to be hearing wedding bells, especially after Thomas introduced Alexandria to his parents.

In January, they started discussing engagement rings together, as Thomas wanted Alexandria's input on what ring she would be wearing on her finger that proclaims her as his. They discussed every aspect of the ring together and meanwhile, they also discussed the appropriate times to propose and Thomas hatched his plan.