On the morning of November 20th, 2021, Shawn told Jenna they were taking a day trip to Philadelphia for some cheesesteaks. Philadelphia is a city that Jenna and Shawn both lived in, and enjoyed in their first year of dating together. Shawn told Jenna there was a new cheesesteak place near Penns Landing close to the water. Jenna thought that sounded strange but went along with the plans. As they walked down a long boardwalk to the very end, Jenna saw both families trying their best to hide, and a beautiful set up right under the bridge near the water that had big marquee lights spelling out “Marry Me”. Instantly Jenna knew what was about to happen next. Shawn got down on one knee and proposed. Jenna obviously said YES! After, the two celebrated with champagne, family, and lots of photos from a surprise photographer. The best part was having their beloved dog Chase there to witness his parents getting engaged. After the proposal in Philadelphia, Jenna was told they had to go back to Lancaster for dinner reservations. In reality, Shawn planned an engagement party with all of their closest family and friends at their townhouse. Jenna had her second surprise of the day and really enjoyed celebrating her engagement with those closest to her and Shawn. It was a memory that will never be forgotten and one of the happiest days of their lives.