A 47-year-old man was in critical condition Wednesday night after a woman "accidentally shot him in the head," a police officer said. The woman, who was not identified, "playfully pointed the gun at the man" and fired, but no bullet discharged, Lt. S.E. Conn said. However, the second time, the weapon discharged. The shooting occurred in the 3200 block of Todd Avenue. The woman had not been arrested late Wednesday, Conn said. The man was taken to John Peter Smith Hospital.