Bo-ra, aka dating coach Deborah, believes that a strategy is necessary in a relationship. In order to lead the relationship with her boyfriend Ju-wan to a happy ending, Bo-ra strategically plans to get a proposal from him. However, her plan is ruined by Su-hyeok who is also determined to propose to his girlfriend, Yu-ri.

Deborah, it is all your fault! Su-hyeok blames Deborah for his breakup with Yu-ri, and they go head-to-head at their first work meeting together. But the tension between them has unexpected outcomes...

Bo-ra still denies Ju-wan is cheating on her, even after she witnesses it herself. She rationalizes his behavior and hopes he will sort out the situation. But things don't go as planned. Bo-ra overhears the truth Ju-wan has been hiding and it all leads to a devastating consequence.

Before overcoming her breakup, Bo-ra hides her pain behind a smile and attends a major party for singles. At an important moment, drunk Bo-ra is invited to the stage, and with the microphone in her hands, she goes crazy. Knowing the pain behind her smile, the one person ready to jump on stage to save her is Su-hyeok.

Just when Bo-ra thinks everyone has forgotten about her incident, her column is released and she is humiliated once again. Things get worse when she runs into Ju-wan, and out of all people, Su-hyeok witnesses yet another embarassing moment. Su-hyeok unexpectedly comforts her and Bo-ra musters up the courage just one last time.

Bo-ra finally decides to gather herself, being free from Ju-wan for good. While sharing the good news, Bo-ra also says goodbye to Su-hyeok. Just when Su-hyeok thought he won't see her again, Bo-ra reaches out to him once again.