Lightning Jack

Lightning Jack is a 1994 Western comedy film written by and starring Paul Hogan, as well as Cuba Gooding, Jr. and Beverly DAngelo.

Jack attempts to teach Ben how to shoot a gun and rob banks, with his first attempt at onthejob training ending with Ben shooting himself in the foot. Across the course of the training, they pay occasional visits to saloons where Jack shows Ben the truth about adult life, including helping him to lose his virginity. However, the true nature of the saloon visits is for Jack to make contact with showgirl Lana Castel Beverly DAngelo, who, unbeknownst to Jack, is madly in love with him.When Bens training is complete, the two learn of a bank which is said to be the hardest in the country to rob, the entire town armed and ready to protect it. Jack sees this as the test he has been waiting for, and together they hatch a plan to rob it. Everything seems to be going smoothly and they are set to begin, until Jack discovers that a rival gang of outlaws is also planning to rob the bank. He is prepared to give up when Ben has a plan of his own. ........

Source: Wikipedia