Due to the COVID-19 pandemic, the counseling sessions of children and adolescents migrated from in-person to telepsychology, an unprecedented practice that required professionals to make great efforts to reflect theoretically on the possibilities of making both the setting and technique flexible. In order to enable such change, grief work was necessary. Based on vignettes, we, hereby, discuss how children and adolescents, parents and schools were presented in the clinical setting during the first months of the pandemic and how they handled the imposed changes. We highlight that, despite being immersed in the same context, the experiences were unique. Finally, we discuss the possibilities and challenges of online counseling. In the case of children, the practice revealed itself as more challenging, especially long term.