Emma's feelings are hurt when she hears her coworkers bad-mouthing her, saying she is a boring workaholic. Determined to transform herself, Emma goes to a bar with her coworkers. That's when she runs into her first love, Jake. In an effort to prove to her coworkers she is anything but boring, she accepts a kiss from Jake for old time's sake. But it quickly develops into more than a friendly peck. Then Jake offers to help her change her image by pretending to fall in love with her!