This study used phenomenological methods to explore the experience of pregnant and parenting adolescents in a positive therapeutic relationship with a school counselor. Themes that emerged from semistructured interviews conducted with 36 adolescents in a teen parenting program identified relationship characteristics that strengthen the bond between the teen and his or her counselor. Supporting emotional well-being reflects the support system and safe environment counselors provide students to discuss problems. The theme of maintaining respectful communication reflects the feeling of mutual respect students felt towards their counselors. Many students viewed counselors as friends and acknowledged their role in helping them identify personal goals.