Thu, Nov 25, 1999
Maya and Elliot are going out on a date. But Cindy, Maya's former secretary who's now a media buyer wants to get space in the magazine. So she goes out with Maya and Elliot and they all get drunk. Elliot wakes up to find himself in bed with Cindy. When Maya learns of this, she's shocked and wants nothing to do with Elliot. Finch trying to get over the end of his marriage to a model thinks he should hook up with another. While Jack tries to get him to take up a hobby.
Tue, Jan 11, 2000
When Elliot brings his new girlfriend to the office, Maya's expecting another dumb blonde. But when he reveals her to be a doctor, she's amazed. Eventually Maya lets it slip that Elliot lied to her about himself that she breaks up with him. Elliot is upset that Maya would do that to him that she tries to fix things. And when she goes on about Elliot, she wonders if she has feelings for him.
Tue, Feb 22, 2000
Dennis runs into Adrianne and upon learning that she thinks of him decides to try and get back together with her. Jack is selling cookies that his daughter is selling at her school and is "asking" his employees to buy. Elliot who likes the cookies wants to buy. But Maya who doesn't like what her father is doing; "tells" Elliot not to and if he does she'll reward him in the bedroom. When Jack hears of this he says Elliot is under Maya's thumb.