The ability to converse with machines is something that has been long underway, and it is still not perfect, even though improvements are being made every year. However, there are still some ways in which it can improve, until it is made possible to utilise it the way it is intended. This study aims to investigate whether it is possible to nudge subjects, to use certain keywords in a conversational user interface, by using only auditory directed dialog and feedback, in different situations. This investigation was conducted by simulating a speech system in which subjects had to perform a number of different exercises in three different scenarios. The speech would use the keywords throughout the investigation, and the data hereof shows that using directed dialog nudges the subjects to use the keywords more than the use of feedback in a speech system. Furthermore, there is a significant difference in which words are being nudged the most, which could be the result of the context of the exercise in which they were used. Therfore when designing a speech system, one has to consider which words to use in a certain context, and to what degree they can usedirected dialog, without it hampering the user experience.