Will and Liv matched on OkCupid. After he messaged her twice, asking to take her out for drinks, tacos, and pinball, she finally said yes to a proper date on 3/3/2017. His enthusiastic persistence led to an unofficial first date a few days earlier on 2/28/2017, at a bar called Tom & Jerryâs, and things just clicked. For Will, it was love at first sight. A couple of weeks later, he told her so for the first time while they were curled up on a leather couch, sharing Jameson and chocolate-stuffed croissants at a very exclusive event called Wreckfast. Liv didnât say it back right away, but the feeling was there. A short time later, while standing in her apartment and overthinking what to wear to a local event, Will took her wine glass and told her she could only have it back once she made up her mind. âBaby I Need Your Lovingâ by the Four Tops played in the background. She calmly said, âI love you.â No speech, no big moment. Just that. Since then, theyâve built a life full of laughter, homemade pasta, and one very large, very sassy dog named Charlie.