Random one....lately with some stresses I've had some issues getting hard. (I know it's mental not physical) My regulars who know me always get me there but even they've said it's taking mode effort. New chicks can be a real challenge.  

The mind can never tell what junior is up to these days.

Maybe it’s because these providers are on the lower end of the attractiveness scale, that any pressure to perform is non-existent.

Went to a very fancy "holiday party" back in the day when I was still working a corporate job.. Must have been back in 2014 or 2015 (don't exactly remember). Very fancy affair. We had to dress in suit and tie, and lot of the "ladies" were dressed in cocktail dress or gowns.    

You weren’t looking to impress anyone. So in essence you were more relaxed and confident.We tend to overthink this with hot chicks and then it fucks with your brain. Why do you think most skanks turn out to be the wildest fucks..?  
It’s basically mind over matter.. you don’t mind, it don’t matter.

whether you realize it or not.  Guys that habitually jack off to porn have trained their bodies to respond to that stimulus, so they often have issued when it comes to intercourse.  Similarly, the kinds of women you have been able to bed in real life is what your body and mind is used to and comfortable with.  ED when you are moving up to girls who are out of your league in real life is quite common.  Move down-market and this is familiar territory, so you have more confidence and fewer worries about whether you measure up.  (No pun intended.).

When I was 18, the wind got my dick hard and stayed forever.  Now, a strange look or insignificant gesture I can get soft.  Another day, I'm concrete.  My guess is it's part of getting old with no real explanation.  Let me guess, you're in your mid 50's?  

Classic example of "different strokes for different folks."  I love high end--nigiri sushi.  Many Americans are unable to tell the difference and believe some kind of weird roll (peanut butter and jelly--not really) is gourmet sushi.

I'm 40... but I know it's not a physical issue, I've seen the Dr, still wake up with a hard on, and get random elections all the time. But I own my own company that's 24/7 with 500 employees. It's just stress related for me, I can't relax. Once in a while I'll get a provider when I've had a bunch of drinks and my mind isn't able to stress, at those times I can fuck multiple times.

I completely can relate to this. In the last year I saw two “high end” providers who were  drop dead gorgeous and had incredible bodies. They offered FBSM and the full experience afterwards. But even though they were drop dead gorgeous and rubbing against me while they massages me it didn’t do anything for me. When they started I started feeling nervous and started worrying I wouldn’t get an hard-on and that became the reality. Ultimately I couldn’t perform like I had wanted to or fantasized that I would. It was very frustrating and disappointing.  

You're probably right. On the other hand I'm not having this issue when I meet a smoking hot civvie....maybe I'm just getting bored too

I'm good looking, great shape, have money. I was married to a smoking hot stripper for 8yrs. It's rare that providers are hotter than what I pick up in a club. They're just more convenient. So I don't think it's a confidence issue like that....doubtful but not impossible

as to why you didn't just walk out; and
how anyone can get it up for a 3.  

a) I couldn't leave because it was my place. b) I was still drunk from night before so my judgement was still off. c) I was horny.

I echo what some others have said. I think it's the total lack of stress and pressure when you are with her due to her appearance. I say this because the same thing happened to me. Went and saw a low priced local escort over a year ago. When she opened the door at her hotel room I thought "Oh no", she's not a beauty and she looks weathered and road worn for sure. And yet my cock twitched right away, after only being in the room with her for 1 minute. I've seen her a dozen times. I get rock hard instantly every time. She's hard to resist, I know how satisfying it will be every time.

After you’re done, do you tell yourself that you ain’t coming back here again .. then in two weeks, you’re back at it with her?
Just curious…

I am all about  different folks; different strokes or to each their own philosophy,  but when you have such disparity in quality, or at least perceived quality, then the said disparity gets put in the forefront of everything. else.  You have to then wonder what is really amiss, when someone presented with world class food and booze, completely paid for by someone else, they would choose to pig out on greasy, low quality, burgers and fries.  

You're young.  Try a morning session with no booze.  Also, no porn for several days prior.

have you invited any of those 3-4 range catfish back just because they were such good fucks?

I have not....the 3 I won't invite back, just felt too dirty after, figuratively speaking because she looked well put together, just looked like she's had a few rough decades...the 4 I might, idk yet,  she was really just well past her prime but didn't look all beat up

I think the first thing might just be variety.  If you've been seeing the same type of body year after year, boredom  is likely to be a factor.  
.
The second factor, not to get too Freudian, is a mental archetype we tend to form in our earliest years, exposed to female breasts (typically our mothers) in childhood.  This would be something really deep in our subconscious  and would only pop out during exposure to similar stimulus.   Not saying this is Oedipus complex, just a normal association due to early exposure.
.
A lot of sexual exposure comes much later in life and is less likely to have established as strong a subconscious impact.