The purpose of this paper is to study the effects of premade characters and visual aids on character connection in the analog role-playing game Dungeons & Dragons. Four participants gathered together to play the game of Dungeons & Dragons once a week for one month in May 2015. After the in-game research in-person interviews were conducted and the data was then coded in NVivo for major themes in relation to character connection. Research was also pulled from auto-ethnographic reflections to round out the data. The results of the data suggest that the participants felt that character customization, narrative, character backstory, as well as visuals played an important role in their ability to build a strong connection to their gaming avatar. Join the journey of four warriors building connection to their characters as they look to close the rift in the Shadowfell of the Keep.