Like so many others these days, Jack and I met online using a dating app. After matching with each other, I noticed that in one of his profile pictures was a family friend who my brother and and I grew up with in Indiana. This gave me a good reason to start a conversation! It turns out that Jack played football at the University of Illinois with my childhood friend and our conversation took off from there. A few weeks later, Jack and I met for our first date. Starting off slow, we planned to meet for just a few drinks in Old Town. After some wine and whiskey, things seemed to be going well, and "a few drinks" turned into dinner. The more comfortable we became, the more fun we started to have and Jack asked if I wanted to continue our date across the street at Zanies Comedy Club, I said yes! A few hours and so many laughs later, we left the comedy club and stopped into a small dive bar for one last drink. All in all, our first date lasted about 7 hours. So as they say...the rest is history!