Crossing Hennessy is a 2010 Hong Kong romantic comedy film directed by Ivy Ho. It stars Jacky Cheung and Tang Wei. The film is a remake of Crossing Delancey (1988).

Plot

Loy is a 41-year-old bachelor who lives with his widowed mother and aunt in Wan Chai. Loy's mother, disappointed by his bachelorhood, often sets up match-making lunches for him with various girls. On the other side of Hennessy Road, orphaned Oi Lin lives with and works for her uncle and aunt in a bathroom appliances store on Lockhart Road. She is in a relationship with Xu, who is in prison. Her uncle, who disapproves of Xu, sets up a match-making lunch for her and Loy. Neither Loy or Oi Lin are attracted to one another, but the families continue to set up meetings for the two. After a few meetings and dates, the two eventually strike up a friendship after discovering a mutual interest in detective stories.