"Love Matters" is a movie revolving around three main protagonists - 52-year-old Tan Bo Seng, his 17-year-old teenage son Benny and 36-year-old Jeremy, Bo Seng's 'adopted' brother - and their accidental journey in seeking and keeping love and happiness. Bo Seng (Henry Thia) who leads a routine life attempts to revive the passion with his wife Jia Li (Yeo Yann Yann). Jeremy (Jack Lim) lives a colourful life; with "Never to commit" as his motto for love. Benny (Alex Leong) has just started school life and his only distraction is his crush, Jennifer (Natalli) who is his classmate's girlfriend.

Recruit Tommy - a socially awkward individual, is the subject of teasing and bullying by his army mates. He seeks comfort from the compliments left by his readers on his blog that features fictitious army horror stories he writes in his free time. Tommy’s articles were well-received by his readers, from the story of a sinister spirit that haunts the pioneer batch of National Service cadets enlisted in 1967; to the strange encounters of a commando unit in 1983, believed to be the doings of a vengeful, seductive python spirit… Among the messages received, an attractive reader who praised Tommy for his article caught his eyes. Mesmerized by her looks, Tommy imagines being in a relationship with her and even doctored pictures of them together. One day, he received a text message from her and things started to go awry…