Will is sued by an angry ex-girlfriend, Stacy, who is claiming she co-wrote his song "Runaway Sleigh." Will looks to Fiona for help in hopes that she can persuade Stacy to drop the lawsuit. However, things don't go according to plan as Fiona begins to sympathize with Stacy. Meanwhile, Marcus tries relentlessly to spark a run-in with bad girl Shea, as he continues in his quest for her affection.

Nervous for her first real date with Mr. Chris, Fiona begs Dakota to accompany her as her safety net on the date. Will also finds himself tagging along as he attempts to woo Dakota. Meanwhile, with Fiona and Will busy with their double-dating escapades, Marcus spends the evening with Andy and Laurie.