Sally Friday is a mess. Not only is she tortured by self-doubt, but she is also clumsy and has fashion sense. However, these qualities are exactly what her boss is counting on when she sends her to spy on reclusive millionaire playboy, Roman Daniels. Sally, rmally an office clerk for the gossip magazine, Normandy, interviews for the position as Roman's new secretary. His jealous PA, Antonia, immediately hires the girl, confident that her disheveled appearance will make her invisible to Roman's wandering eye. Reliably disaster-prone, Sally makes a memorable first impression, and Roman wonders if he will survive her employment. But there is something about Sally that Roman can't dismiss. Unlike every other woman, she is unswayed by his masculine good looks, and he keeps catching intriguing glimpses of her feminine potential. When Sally takes amidnightdip in his pool, Roman makes an eye-popping discovery: Sally is hiding a luscious hour-glass figure beneath those baggy clothes. Her hidden assets as well as her refreshing incence have Roman hooked. That is, until his growing feelings and fear of commitment get in the way and he decides to back off. With the help of Roman's best friend Paul, Sally plays to Roman's jealousy and gives him a taste of his own medicine. But what will Roman do when Sally's deceit is revealed?