During the COVID-19 pandemic, a counselor explores the relational complexities of her pregnancy. Because the visual reality of the pregnancy was hidden beneath the Telehealth screen, the author has the opportunity to decide whether or not to disclose her pregnancy to her clients. The author considers the influences of her training in the United Kingdom and her work in the United States on her therapeutic decision-making and the intersection of cultural, personal, and theoretical contexts and meanings. Through clinical case illustrations, the author discusses themes of therapeutic intimacy, the counselor's subjectivity, and the impacts of self-disclosure on the therapeutic relationship.