Will is riding the emotional high of his budding romance with Liz the bartender. His high however runs in direct contrast to Fiona's emotional low after her breakup with Mr. Chris. Out of solidarity, Will pledges his complete emotional support to Fiona during what turns out to be a day-long mourning ritual. But when Liz invites Will to spend a few hours of free time with her on the same day, their first real date, Will is forced to juggle his commitment to both Fiona and Liz.