Gabriel Peh is a talented young copywriter earning his keep in the advertising world. Surrounded by best friend David who's out to live a life of polygamy and one night-stands, mother Dora who's dating a man half her age, boss Lauren who expects him to conceptualize an ad campaigns in one day and a talking hole in the wall named Bob, it's enough to drive anybody crazy!

David, sour about his own breakup, instigates Gabriel to string Ellie along and then reject her like she did him 15 years ago. Gabriel and Ellie spend some time with each other and discover a common love for animals, although Ellie still doesn't remember him from the past. Seizing the opportunity of this fact, Gabriel decides to ask her out on a date. Meanwhile, Gabriel's mother Dora finds out that she's pregnant - by her 25-year old boyfriend.

Gabriel and Ellie go out on a date where he reveals who he is to her. Thinking he is trying to get revenge on her for what happened 15 years ago, they quarrel and she leaves in a huff. Meanwhile, David meets up with a 30-years old client and decides to try his hand at wooing and older woman - to disasterous consequences.

Lauren orders Gabriel to make amends with Ellie as the ad account has been pulled out. Gabriel tries to make up with her but ends up quarrelling with her instead. David meets a hot ex-schoolmate he has no recollection of and goes out on a date with her, not knowing that she's not exactly who he thought she was.

Ellie and Gabriel maintain a cool professional relationship, although fires boil out just beneath the surface. Meanwhile, David's ex-girlfriend re-enters his life and sparks begin to be rekindled only to be extinguished just as soon due to a misunderstanding. Meanwhile, one of Ellie's pet dies and the only person she can call who will understand is - Gabriel.

Gabriel starts seeing Ellie but puts a huge dent in their 'relationship' when he finds out that she has gone on a date with David. Ellie gets angry at both David and Gabriel's childish antics but in the end, is persuaded by David to go and smooth things out with Gabriel. Meanwhile, Dora's boyfriend proposes to her.

Ellie sets out to hire an assistant to make things easier for her at work. She finally settles on Pierre, who's a perfectionist and therefore perfect. With her time freed up, Ellie goes on more dates with Gabriel and they learn more about each other and become closer. On the office front, David and Lauren find themselves strangely attracted to each other but both hesitate to admit it.

Dora, elated at her son's new relationship, hastens Gabriel to invite Ellie home for dinner - to disastrous consequences. In the meantime, David, fed up with his failed relationships with women, decides to get a dog, which turns out to be a worse idea that dating. Lauren goes for a check up and discovers that she is afflicted with breast cancer.

Love is in the air as Uncle John goes on bended knee to propose to Dora and Chad goes public with his proposal to Ellie. Meanwhile, Gabriel struggles to come to grips with the fact that Ellie might be the one for him.