Your D&D game sounds suspiciously like my Tuesday night game! It somehow became game canon that my rogue was in fact a... let's just say 'streetwalker' (because he sucked at being a thief or assassin) - who met the halfling with the pink dreadlocks when he hired the rogue and made him wear a sheep costume. (It doesn't help that rogues have such moves as 'nimble positioning' and 'bump and run'.)