The couple began talking through an online dating website and they immediately clicked. Jenna even called her Nana after their first date and told her that he was “the one.” Once Mac gave his approval, they officially started dating on 12/7/13.

After dating for a year and a half, the couple decided to take the next step and move in together. Then on 1/20/17 they decided to add another member to the family, Trunks. They went on many adventures during this time. They got to go swimming with sharks, went to several concerts, trips to Pittsburgh, visiting where Jenna grew up, conventions, many movie premiers and countless visits to Universal for butterbeer. In August 2018, they purchased their home together.

Jenna's Nana had secretly reached out to David one day, and offered to give him a special ring to use to propose. He of course agreed. David was able to propose with the same engagement ring her Poppy used to propose to her Nana. David knew how much this would mean to Jenna. Not only did David have the perfect ring to propose with, but he also picked the perfect place! David proposed to Jenna at Disney's Star Wars: Galaxy's Edge, right in front of the Millennium Falcon!