John and Jessica are junior college sweethearts and today is their big day! As they undertake the next stage in their lives getting married and moving into a new BTO flat a shocking realization about their relationship hits them.

John and Jessica settle down in their new BTO flat but Soo Leng threatens to move in too because she has a stake in the house she helped to pay 15% of the flat's down payment. To pay Soo Leng back, John takes up several jobs with Kai's help.

Soo Leng and Vanessa come over uninvited to John and Jessicas home, invading their privacy and driving them up the wall. Meanwhile, Kok Wee is unwell and stays home instead of accompanying Soo Leng out. Is he really ill or is he up to something?

John wonders what to get Jessica for their anniversary when he realises that Jessica had given one of his previous gifts away. As they squabble over the lies they've told each other, John and Jessica decide that they will tell the truth, and nothing but the truth, from now on.

John buys a brand new guitar while Jessica makes an expensive purchase of her own, and their indiscriminate spending leads to a home crisis. Vanessa joins a dating service that uses scientific algorithms to find her potential soul mate. Will she meet Mr. Right and escape from her miserable singlehood?

Soo Leng institutes a new family tradition of weekly Saturday dinners, much to Jessica's chagrin. Meanwhile, Victoria's gluttony gets the better of her when people mistake her for being pregnant.

At a gig with his band, John is mistaken for a playboy and receives a violent dressing-down - no thanks to Kai. Meanwhile, Vanessa dates an older man who lavishes her with expensive jewellery.

In an effort to better bond with her daughter-in-law, Soo Leng signs herself and Jessica up for a pole dancing class. Meanwhile, John takes over managerial duties at the cafe and Kok Wee becomes his employee, but hes not exactly employee-of-the-month material.

Jessica meets her old nemesis from school, Pamy Loo and her husband. When they fix a date for dinner, Jessica ropes in John to lie about his music accomplishments and one-up Pamy that they're the better couple. Meanwhile, Kok Wee and Soo Leng become good friends with Sarah Toh (Kai's ex-girlfriend), much to his frustration.

Jessica's mum, Doris, visits Singapore and stays over, forcing John and Jessica to sleep in the same bedroom. John finds out that Doris' birthday is coming and he starts planning a birthday celebration but Jessica refuses to join in. Vanessa bumps into a cute guy at the bookshop and her love life looks promising again.

Jessica runs into an old JC schoolmate, Nelson, who has become rich and successful and hasn't forgotten that Jessica broke his heart all these years ago. Meanwhile, John is talent scouted by an agent who tells him he could have been a bigger star if he had met him earlier. John and Jessica wonder if their lives would have been much better had they never met and got married.

Soo Leng is eager to have a grandchild and she pressures Jessica and John to sign up for a Baby-Making workshop. Meanwhile, Kai's stalker is back, and he enlists Vanessa's help yet again to get rid of her.