When Derrick was in his teen years, he would read the dime novels about gunfighters and lawmen and he took an interest in becoming something of a quick draw expert. He practiced and practiced and he became quite proficient with a handgun. Often men would challenge him in a face-to face gun duel which he never lost. He soon gained a reputation for being a quick draw gunfighter.
With his reputation and his extraordinary good looks, he became a favorite with women as well. Mostly the women in the many saloons and gambling halls as he continued to develop his skill playing poker. Before long he was earning a lot of money and he became quite a ladies' man. He traveled extensively to bigger towns as he moved west. Deadwood, Virginia City, Denver, Stockton, he made the rounds and loved the women wherever he went and they loved him.
He didn't like the nickname Undertaker that he had been given by some. It reminded him of his past and his father's meager income, while working so hard preparing the deceased for a decent burial. He wanted no part of that life; so, he had separated himself from it leaving Canton, Ohio. He loved gambling, drinking, and traveling and especially women, not necessarily in that order.
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