Since I've had several, I can say for sure that the experiences can vary.
Of course, usually, all escorts will put on an act.
Some more, some less.
Some might actually enjoy it with you, to the point that they just might give it up for free.
Has happened to a guy I've known for some time many years ago.
Has not happened to me though, ever.
If you are not packing a big dick, you won't have much fun.
The condom will make things worse.
Being circumsized will ruin it, basically.
BUT, you will eventually become more relaxed, both around foids and around people in general.
Sex, even if with an escort, separates the man from the boy.
It is a very primal thing, even if you pay for it.
You will learn to beat or at least lower you inhibition and take what you want.
I did notice that it resolved my high inhibition to an extent.
I should have fucked some more, but tbh, it is way too risky now, for me.