Vaughn

Once a soldier of Freilmont, Vaughn became a vagabond after the fall of the kingdom. At first he tried to make an honest living by offering his services as a mercenary but found more success once he joined a thieves guild where his skills as a conman flourished.
Though saying he's a good conman is a bit of an overstatement, he's just lucky it works out for him majority of the time.

His petty theivery has him tied up to a powerful noble but he doesn't exactly mind it when the guy's pretty to look at.