Where to start:
(Both parents had been in the military)
My mom needed to have surgery on her foot in the late 90's to have an extra bone removed. The civilian doc first almost operated on the wrong foot, then left the incision open too long resulting in my mom still having pain in that foot.
My mom hurt her foot (other one) while we were taking a walk. She goes to see a civilian doctor who tells her she has a sprained ankle and to put some ice on it, elevate it and take an NSAID. Mom does that for two weeks, ankle still hurts. She goes to the VA hospital where they tell her that ankle is broken. Somehow the other doc (who took x-rays) somehow missed a clean break.
I was doing a school project with a friend that involved making a music video to go along with a song. Part if it was me running at her with a large stuffed toy. While I was running (wearing cowboy boots) I hear a snap and feel intense pain in my foot. Go to the Dr and get diagnosed with a "sprained ankle" (this is a different dr then the one my mom had). Go back to see her a few weeks later, my foot still hurts and I can barely walk. She does more xrays and, since I'm badgering her so much, she decides to due an MRI. Turns out I was walking around for nearly a month on a stress fracture.
Next two stories are with the same Dr. This woman was of the "the doctor is always right" school and didn't believe what her patients told her. Luckily, she got kicked out of the clinic.
My dad came down with a realy bad cough. Non of the OTC meds where doing anything for him and he was having trouble driving because of how bad the coughing was. Doctor told him was allergies and gave him a free sample of an antihistamine. Did nothing for him. He goes to the VA where they diagnose him with pneumonia and give him antibiotics and an inhaler.
I work with the public so I'm exposed to all kinds of nasty germs. I've had every shot that is recommended. One day I start feeling really run down and lethargic. I just chalk it up to a passing bug and go to bed early. A few days later I started coughing (that type of cough that ends with a "barking" sound that can only be one thing). The coughing is so bad that I see stars and almost black out at times. Go to the doc and, of course, it's allergies.

Yea, Pertussis (Whooping Cough) is an allergy.

This next one is just someone with good intentions almost killing me.
I have Ehler's Danlos Syndrome and I'm super senstive to medication. The PA gets me to try a free sample of a pain medication (Arthrotec) for an elbow with a stress fracture. Fifteen minutes after taking the medication I start having really bad abdominal cramps and diarrehea. Turns out I was having a severe reaction to it. The next day I have such bad heartburn that I can barely eat and
am burping up foam. Am diagnosed at Urgent Care with bad gastritis. So I take the antacids they give me and all seems fine. Two days later I wake up with the worst abdominal cramps I have ever had. The pain is so bad I thout that something had ruptured. My mom calls 911 due to the fact that I'm curled up like a pill bug and unable to walk. The paramedic says it looks like I am starting to go into shock (cold & clamy, rapid ,shallow breaths, tachycardia) and we go to the hospital. They give me fentenal which stops the shock. Turns out the one pill I had taken inflamed my whole entire digestive system (stomach, intestines, kidneys) and left scar tissue in my stomach.
My Gastroenterologist has a god complex and believes everything is fixable using medication. The first time I saw him he prescibred five different medications to see if they fix the problem, problem turns out to be gastroperesis (sp?).
He decides that he should do an uppper endoscopy to see if there is a tumor/blockage causing the issues I have (bloating, pain). The anesthesialogist reads my chart and notices I have EDS and proceeds to tell me "Oh, you guys have a tendency to die easily, right?".

They wheel me into the room their going to do the endoscopy in (felt like a closet) and Mr. God Complex (MGC) is arguing with the nurse over something, oh what fun. The anesthesialogist starts admisnstering the IV drugs. The first thing I notice is that my heart starts racing and I start shaking. I ask the anesthesialgist if this is supposed to happen. He say's he doesnt' know. He leaves the room. MGC and nurse are still arguing. I start feeling like I cant breath. The last thing I remember is thinking "I'm going to die!".
My family has bad luck with doctors.