It all started on the softball diamonds of Chicago in 2013. A mutual friend (also the wedding officiant, but more on him later. This is OUR story, not his) put together a squad of his comedy friends and college friends called The Pink Sox. When the opponent didn't have enough people, he randomly selected Hillary and Schuyler to play on the other team. Schuyler definitely tried to bat with a beer in his hand to impress her as she shocked him by knowing everything about Rick Pitino (#L1C4, #FreeRick) and college basketball. Like the fools they are, neither asked for the other's number. After running into Schuyler again at an improv show (which he undoubtedly crushed, no question about that) Hillary knew she had to ask him out. So she found his email from the softball emails and thought there was no way he'd respond. Boy was she wrong. He (eagerly) responded (within minutes), and the rest is history.