Sadly, I have a few stories here.
1) Working for a construction company in my youth. Its owner was a man who was funnelling the money from the business to spend spend spend on his family and on new cars every 6 months. His two teenage daughters each had their own business Amex card, as did his wife. Each of them routinely ran up $5K + a month shopping. I was the office manager, and also the A/P person so I would be putting together reports of what had to be paid each month and he'd yell and scream at me for daring to want to pay the vendors. Any time anything didn't go his way, he would scream, curse, hurl abuse and start throwing things. Not just at me, but at anyone who upset him. He also made a shady deal with the unions to save on labor costs, and last I heard Owner was serving in the witness protection program and the family disowned him after the money ran out. I was young, and should have quit that job immediately. I lasted there 5 years.
2) A swimming pool company. I was hired on right out of college as the receptionist. First day there, a nice young man from the facilities department asked me to lunch with him and I went, thinking - oh how nice, a friend. HUGE mistake as my Boss had been trying to date this young man for months and he wasn't interested. Did I mention the company was owned by a family and all of the relatives were the people who held the positions of power? Yeah, that boss made my life hell. She made sure I was ostracized and she would berate me in front of the entire staff if I made a mistake. Nobody would talk to me, nobody would help me learn the ropes, people were always whispering behind my back. The only person who would talk to me was nice young man, and he apologized for inadvertently making me a target. I quit that job as soon as I could. Not good going into work every day where you throw up as soon as you get out of bed and cry all the way to work and all the way home again.
3) Most recent boss at a large company. Blew hot and cold all the time - demanding and condescending. She would ask me to do something one day, I would do it, and then she would come back the next day asking me why on earth I did that in the most condescending manner. Would talk to me like I was a child and if I violated some hidden protocol, I was berated for not knowing it. Did I mention - no training? I just came in and was expected to hit the ground running on my own. I had to beg for office supplies and beg the other admins to give me information in a company where everyone was paranoid about layoffs so no one shared info. She would get really snarky over me setting up meetings with people who were out on vacation (why haven't you set that meeting up yet? why? why? What is WRONG with you?) and then when the meeting finally got set up after the guy returned from his European vacation it would be - WHY on EARTH did you set up a meeting with THIS GUY? I never asked you to do that! What is WRONG with you?. She also had a baby and insisted that I book maternity rooms for her when she returned to work so she could pump breast milk and got pissed when other moms had the rooms booked at "her" time. I liken her to Miranda Priestly. I know I'm not explaining her well here, but yes - she was exactly like Miranda Priestly (the book Miranda, not the softer movie Miranda). The funniest thing about her is that when I went to leave the organization as I got an offer elsewhere after applying like mad, she was highly offended that I didn't want to stay and work for her. I was pulled in to a meeting where she actually uttered the words, "When I go to bed at night, and say my prayers, I look at my actions and KNOW I'm a good person." . Yeah, no - I like my sanity. This was another job where I would go home more often than not in tears because of the constant gaslighting. I would not have stayed as long as I did if I didn't desperately need the job.
4) I almost forgot about this one! Worked for a small pharma company where the person I supported was so insane and abusive that they went through assistants like water. We were being audited one day and he came into the office and just yanked everything out of the storage cabinets and threw it all on the floor - expecting me to follow him and pick it all up/dispose of it.
This was a job where there were analysts that were usually young and just out of school because the company was very cheap and didn't pay squat and he would hit on the ones he thought were cute. He had one child, and a second one at one of the company sites out of state as he was trying to sleep with all of the assistants at the job sites. He was also manic one minute and depressive the next and I am convinced he was on drugs. One never knew what would set him off. Also, his second in command was a man with absolutely no filter who would insult you to your face (and say what? I'm just being honest) and who would tell customers about his medical and digestive issues in graphic detail. I could go on about this job, but it's better forgotten. They don't understand why they can't keep employees there past 3 months.
I've also had good bosses too but they were few and far between.