Debugging software, i.e., the localization of faults and their repair, is a main activity in software engineering. Therefore, effective and efficient debugging is one of the core skills a software engineer must develop. However, the teaching of debugging techniques is usually very limited or only taught in indirect ways, e.g., during software projects. As a result, most Computer Science (CS) students learn debugging only in an ad-hoc and unstructured way. In this work, we present our approach called \textit{Simulated Interactive Debugging} that interactively guides students along the debugging process. The guidance aims to empower the students to repair their solutions and have a proper “learning” experience. We envision that such guided debugging techniques can be integrated into programming courses early in the CS education curriculum. To perform an initial evaluation, we developed a prototypical implementation using traditional fault localization techniques and large language models. Students can use features like the automated setting of breakpoints or an interactive chatbot. We designed and executed a controlled experiment that included this IDE-integrated tooling with eight undergraduate CS students. Based on the responses, we conclude that the participants liked the systematic guidance by the assisted debugger. In particular, they rated the automated setting of breakpoints as the most effective, followed by the interactive debugging and chatting, and the explanations for how breakpoints were set. In future, we will improve/extend our concept and implementation, and perform more intensive user studies.