The research presented explored the relationships between the purposeful use of humor by high school instructors and the development of immediacy, or relationships, with their students. This research compared the humor styles of high school instructors with the level of immediacy reported by their students via a quantitative study that utilizes survey methods. Instructors were given the Humor Styles Questionnaire (Martin et al., 2003) to measure their humor styles and frequency of humor use, and their students were given the Verbal Immediacy Scale (Gorham, 1998) to measure the level of immediacy. It was hypothesized that instructors who regularly utilize humor, regardless of style or type, will show an increase in immediacy developed between them and their students and that instructors who use humor less will show less immediacy with their students. Upon completion of the study, there were no defined linear relationships between any of the variables and the results were unable to negate the null hypothesis. According to the results, there are no statistically reliable relationships between humor styles and frequency of humor use with the level of immediacy within the participants utilized for this study. Possible explanations for this and potential future directions in research are discussed. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]