I had a similar experience about 15 years ago. Young, slightly built female dentist was extracting a back tooth and got it half way out but didn't have the strength to pull it the ret of the way.
In the end her and her assistant were pulling and yanking at it together until it eventually came out. then had to have the hole in the gum stitched up to round off a pleasant day:
My worst experience was about 10 years ago when I went to have another troublesome back tooth extracted. It came out in parts, one root at a time and the dentist showed me that each root had a sack of puss attached to the end of it.
He then explained that these had been growing through the wall of my sinus, so that now had a big hole in it, and this was potentially a serious problem. So he then had to slice my gum into strips and then sew the strips over the hole.
He told me not to sneeze for 3 months, at which time I told him that it was spring time and I suffer from hayfever, so that was unlikely to happen.
He mentioned that I was lucky he was a qualified dental surgeon rather than just a common or garden dentist. I didn't feel very lucky.
He then prescribed me very strong painkillers as I would definitely need them once the numbing stuff had worn off.
I didn't make it to the chemist before that happened. I was driving along the road screaming to my self in agony.
When I got to the chemist, they told me they couldn't give me the painkillers as the dentist had no legal right to prescribe tablets that strong, so I had to settle for less pokey ones.
I avoided dentists for a while after that. Don't have that many teeth left now, so the worst of it must be behind me.