When widow Julia finds out that Keith's divorced father Alan is romantically interested in her, she agrees to a date. Andrew is disturbed by the prospect of his mom dating again--especially because her date is Keith's dad--but she feels liberated. Alan is as weird as his son, but Julia has a good time. After the first date, however, Alan admits that he is not ready to have a new relationship. Julia informs her children that she is going to date more often.

Andrew and Keith plan to create a Web site selling inside information on what women want from men. They want to sell it to Bob, a very successful businessman and good friend of Andrew's deceased father. However, after the guys get excited about the idea, Bob informs them that he will buy it after they attend business school. Later, Andrew and Keith take a standardized personality test to determine their future careers. Andrew is disappointed to learn that he is qualified to be an aroma-therapist. Andrew gets upset when Bob seems to pursue Julia romantically. After Andrew disrupts Bob and Julia's date in a coffee shop, Julia explains to him and Bob that she does not want to date anyone right now. Later, she tells Andrew that he is going to have to accept that she will date men. She also informs him, to his delight, that his test scores are identical to his father's.