This study (N = 326) was conducted to examine the associations among instructor humor, inappropriate conversations, and instructional dissent. First, results showed students are more likely to employ rhetorical dissent when they perceive their instructors as humorous in the classroom. Second, using expectancy violations theory as a guide, results also indicated that students' perceptions of instructor-relevant humor moderated the relationships between enactment of inappropriate conversations and students' expressive and vengeful dissent. These findings support the importance of employing relevant humor in course instruction, especially when instructors engage in inappropriate conversations in the college classroom.