They had both won the same scholarship to go to Oshkosh, WI and attend an aviation camp during AirVenture. Because of that connection, they were both invited to fly into Boston and go to an aviation expo. They spent the day walking around a hangar at the airport talking and starting to get to know each other. It was April 2, 2014. A few months later, when it came time to attend the camp, they headed out. Thankfully, they traveled together - taking turns having the window seat. During their time in Wisconsin, they wanted to talk to each other and spend time together but diligently gave each other space - thinking the other would want to hang out with other, new people. Both were wrong. Upon their return, they spent more time together and eventually went on a hiking sort-of-date. (See eventual proposal location!!!) A few days later, on December 6, 2014, Ben came over to Shelby's house after work and joined in on making snowflakes at Shelby's request. While making snowflakes and drinking hot chocolate, he asked her out officially. She, of course, said yes.