Oklahoma native Kristin Yancey is trying to make it to Broadway. She takes a job in the office of a NYC developer, known to be a lady's man. Her mid-Western Christian ethics clash with her co-workers.
When Aldo tells Tommy that Kristin was the reason he got something he wanted, Tommy goes overboard in trying to thank her. After having dinner at her tiny apartment, he gives her the model apartment in Ballantine Towers, but she fears strings are attached.
Tommy asks Kristin to book an escort for an investor visiting from out of town. She doesn't believe he should play around while his wife is back home in Ohio so she takes the escort's place for the evening.
Aldo is jealous when Tommy hires a new architect who wants to change the design of Ballantine Towers. Kristin tries to keep the peace as their friendship is strained. Turns out the new architect is interested in more than Tommy's building project.
Kristin isn't impressed with Santa's brochure design, so she edits it and Tommy loves it. Santa accuses Kristin of kissing up to Tommy to steal her job.
Tommy sets Kristin up on a date with a salesman from the cell phone store who is also short. When she doesn't like the guy, he won't take the hint to leave her alone.
Tommy finds out that Kristin once spent the night in jail, he contacts someone from her past to get the dirt on her. When he uses the info to play a prank on her, she decides to get him back.
