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Henry is a commitment-phobic meets Orange, a liberal woman with modern views towards love. Both are nursing a broken heart in Tokyo and have a one-night stand. Back in Singapore, Orange's ex-boyfriend initiates reconciliation but Orange picks Henry over her ex. Soon after however, Orange's successful career strains her relationship with Henry and he initiates a break-up. Five years later, Christopher has a chance to make up with Orange but his ex-girlfriend turns up with their 5-year-old daughter. This time, Orange walks out on Henry. Can Henry bring himself to marry his ex-girlfriend knowing that he still loves Orange or will he forsake responsibility to be with Orange?