Lance had planned on proposing to Cait months before February. However, it seemed as if the universe was making this plan rather difficult. Lance could of just popped the question anywhere, but Lance is a romantic and he wanted everything to be perfect. The vibe had to be right. In January, Lance had planned on proposing to Cait during their weekend getaway in Vermont. However, Lance soon realized the weekend they were away was the sad anniversary of Caits brothers passing. So, Lance felt it wasn't in the best of taste to propose. So, he waited. A few weeks later Lance decided he would take Cait away again to the Poconos and pop the question near the mountain landscape of their hotel. The stage was set, however there was just one little problem. Cait had suddenly fallen very ill to a stomach bug that had been going around. It was pretty bad, and Lance stayed up that night wondering " Am I ever going to marry this girl?" Luckily, Cait felt much better the next day. Cait and Lance had spent the day skiing, it was a perfect winter day. Lance had to come up with a new proposal plan, and he was quick to act on his feet. That night, Lance took Cait to their favorite Pocono restaurant, La Bistecca. When Cait walked in she noticed all the romantic classics were playing like Johnny Mathis, Frank Sinatra and Astrud Gilberto. Cait noticed this was rather unusual as this restaurant usaully plays generic soft jazz. The restaurant was rather quiet, dim and romantic. The restaurant was in on the surprise as well, they had the ambiance set in place. The restaurant was lit with candles all over, "this is unusual" Cait thought to herself. Once they were both seated at their favorite booth, Lance walked away and pretended as if he needed to use the restroom. The wait staff pulled the table out, and had the cameras rolling. Cait was confused at this act, but soon she realized what was happening. Lance popped the question and Cait said " Yes, I will marry you!". That is the funny story of how Cait and Lance got engaged. Let's all make sure to keep Cait away from all flus and stomach bugs before the wedding!