Episode #105 "Starting On The Wrong Foot"

  Cybill convinces Ira to set Maryann up with Phil, a friend of his. Maryann is reluctant at fist, but Cybill manages to talk her into going on a double date with her and Ira. Phil is clearly not Maryann’s type, but Maryann is so overwhelmed with the concept of actually being out on a "date" that she can’t help but act like a school girl. Maryann eventually scares off Phil by buying him a new pair of shoes every day for a week.