Kyle has been friends with Caitlyn's brother, his best man, since first grade. One night, eight years ago, Kyle was out with Bobby and Caitlyn was out with her girlfriends. Some drinks were involved and some flirting happened, but then Caitlyn went back to Plattsburgh where she went to school. One night in Plattsburgh, Caitlyn was out with her friends.. again.. and decided she was going to message Kyle on Instagram and simply tell him that he was a "babe." They started talking and began making plans for when Caitlyn came home for Thanksgiving. Caitlyn was going out with her girlfriends on Thanksgiving Eve and Kyle was going to try and meet her since he had work that night. Caitlyn got wind from Bobby that Kyle was there and she was like a little kid in a candy store. Like Kyle said during his proposal, Bobby "ripped" Kyle out of the bathroom and told him, "Bro, my sister's waiting for you." Caitlyn, quite literally, attacked Kyle in excitement. We danced the night away and Kyle took Caitlyn home that night. They don't kiss and tell though ;) Kyle went home and before he could even pull in his driveway, Caitlyn was texting him telling him she was hungry even though it was 5am. Caitlyn knew that that's when the town bagel place opened. Kyle wasted no time going back to pick her up to get bagels. Fast forward almost 10 years, Kyle and Caitlyn now have two beautiful boys, Greyson and Asher they are living happily together. If you ask them separately they may say the other drives them nuts, but there is no denying that they are best friends. Be careful telling them secrets though, because they are quite literally a packaged deal.