D) excessively talkative in a rambling, roundabout manner
The rest of this story is Simon Wheeler telling about Jim Smily and his penchant for betting on everything. The context clues that tell us D is the correct option is: "he would go to work and bore me nearly to death with some infernal reminiscence of him as long and tedious as it should be useless to me." In this quote the narrator is telling us that Simon Wheeler told such a long story that he was bored with the "long and tedious" story that was also "useless".