Moonlight in Tokyo (Ching yi ngor sum gi) (2005)

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Abandoned by his family on a trip to Tokyo and desperate to be loved, a fragile simpleton enters into a curious business agreement with a former classmate whose lingering debt to the yakuza has driven him to desperate measures in a hilarious tale of love and swindling from the producers of Infernal… More Abandoned by his family on a trip to Tokyo and desperate to be loved, a fragile simpleton enters into a curious business agreement with a former classmate whose lingering debt to the yakuza has driven him to desperate measures in a hilarious tale of love and swindling from the producers of Infernal Affairs and Initial D. Jun (Leon Lai) may be dim-witted, but his heart has always been in the right place. Soon after Jun's uncaring family callously abandons him deep within the concrete jungle, fate reconnects the down-on-his-luck wanderer with one-time classmate Hoi (Chapman To). A two-bit con man who's currently hiding out from the yakuza loan sharks, Hoi determines to help his old friend find love by transforming Jun into Tokyo's premiere Lothario. Now, as the smooth-talking gigolo's plan begins to turn a tidy profit, Jun and Hoi are about to find out just how much lonely Japanese women are willing to pay for the prospect of true love. ~ Jason Buchanan, Rovi