Natalie still doesn't know about Louise (1999)

Tom is a lothario. A ridiculous lothario. After roping the office goddess in to going on a date with his best mate, Paul, Tom thinks he can orchestrate true love to his own devices. He is seeing Natalie, but he is also seeing Lousie. Why not see them both on the same night? All this while trying to avoid the amorous advances of his sex-craved landladies - the Fletchers.