My group is playing a scenario set in the modern everyday world (late 20th century) and we have got into a position where the characters must play a DND game. The outcome of this game is important because of a bet that will determine which player receives a certain wagered item.
How do I deal with this in terms of rolls? I'm thinking one roll for the in-game DND roll and then another for chance of success. Has anyone done this before? Is there a less tedious approach than double-rolling?