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Just think of him as your mom's plumber, and don't worry, he'll only use his snake on you.
"I know where you're coming from" might have a few other interpretations.
Dr. Double Dip I presume...
Did you find out when he said, "This one looks very similar to someone I recently looked at."
Provided he doesn't use his penis during his exams, the prodding of you and your mother will be drastically different so don't worry
"You look just like your mother!"
As long as he's not comparing your lady bits to your mothers, I don't see anything wrong with this.
Does he discuss the amount of damage you did on the way out?
Keywords
Now he can say with all honesty "like mother like daughter."
To me, this FML translates to, "Today, I found out I've been having sex with my mom's doctor." The things a gynecologists do with patients are strictly professional. He and your mother are not having sexual relations, OP. You are an adult, (I hope, since you're having sex with a man old enough to carry a medical licence), and I really don't see why this is bothering you. But if the thought does make you uncomfortable, by all means, break off your relationship.