Trevor would inspect the well dressed man for a quick second before replying with a warm smile, "Chasing a goal my curious friend." Trevor would conversate with the man, asking him questions like where's the market square, a cheap unknown inn explaining he likes to help the little businesses grow, what nobles are in the town and other things. Trevor would kindly ask the man to give him directions to said inn and if he'd show him around town. Starting with the market. As the man agreed and making there way there Trevor switch the conversation about the man, and what he does, if he's got a family, sharing jokes and laughs and event stories till they made it to the market square. They walked around examining the wares and making more idol chit chat when a group of careless children bumped into them. Trevor taking this chance, aggressively bumped into the man as the children ran into them and nabbed his coin purse. Tucking it in his beltline and covering it up with his coat, Trevor scorned the children with the man he just robbed and continued on. Making there way to a food merchant the man reaches for his coin to only realized it was there, in the man's confused state which was slowly turning to anger Trevor pretended to think what could've happened, placing a hand on his chin before saying "I'm sure you recently dropped it, I'll pay for the food and we can bac-" Trevor would pause as he grabs at his waist where a coin purse would be if he owned one himself. Trevor would look angry at the man and say "I think those kids Took our coin when they ran into us! Damn it this is the 4th time something like this happened!" The man believing him assured him he knows where some of there play spots are at and told him to follow, which Trevor did slowly till some distance was created and waited for the man to turn a corner and once he did Trevor stopped and turned around. Making his way to the to the cheap inn and counting his newly found coin while chuckling to himself "That has to be the easiest pickpocket of my life."
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