S1·E14 The Love Letter

Kirk accidentally intercepts a letter from one of Elizabeth's old beaux saying he'll meet her in New York, but Kirk can't decide whether to tell her the news and risk her anger over the invasion of her privacy. Kirk accidentally opens a letter to Elizabeth and discovers that her former boyfriend, Guy, still loves her. Kirk must decide whether to give her the letter or prevent the relationship from starting again. However, Elizabeth does not want to resume the relationship with Guy. After Kirk tells Elizabeth about how much he cares for her, she agrees to go out on a date with him.