If I am a dependent, do I say "yes" to questions that ask about if someone in my family went to school, or if I had medical expenses, knowing my parents paid for them?

When you entered your information in MY INFO----did you say YES to the question that asks if someone else can claim you as a dependent?   You need to say yes to that question.    You are not going to be entering medical expenses on your tax return or saying anything about any other family members going to school.