@Heather1,
You are 54 years old, take a man from a bar with you home, get undressed and are about to have sex, you are okay with it, but when it started hurting, you told him to stop.
Yes, he should have stopped, the very least he should have made sure that you are lubricated and completely ready.
My guess is, since you both were at the bar and drinking, you both might have had too much to drink and don't remember exactly what happened.
I am also not sure what you are asking here. You had sex with an insensitive jerk, who was drunk. I assume you were drunk too!
Nonetheless, if you tell him to stop halfway during sex, he should have stopped.