Sleeping with the Enemy

Spin City – Season 6

The mayor prepares to debate his opponent, while Charlie and Jennifer, his opponent's campaign manager have been dating for 3 weeks. The mayor wants Charlie to dump her, but he doesn't. When the mayor visits Charlie in the middle of the night to share something that may be damaging to his campaign, Jennifer may have overheard it. Meanwhile, Paul and Robin become involved; Paul thinks it's a relationship, while Robin thinks it's a fling.