I don't think I ever had embarrassing questions from doctors as an adult, but I had some as a high school student, aged 16 to 18, during the yearly physical, back in the 1960's.
I went to the same school from 11 to 18 years old. There, I had every year the same medical, with a comprehensive genital exam, including foreskin retraction and testicles palpation.
During the first six years, the doctor was a surly female doctor who locked very old to me and my schoolmates. The last year, we had a new female doctor, much younger, really sexy and much ''cooler''.
There were two other ladys present at this exam, the school nurse and the school psychologist.
So, every year, from 16 to 18, at the very moment the doctor was retracting several times my foreskin, it was the school nurse who asked: ‘’ Have you had sexual relartions''. As I murmured ''no'' with a muffled voice, I was afraid she would ask me about masturbating. But this question never came.