I would absolutely judge any man who is choosing to see prostitutes working for brothels, parlours, saunas or agencies. Ditto anyone who is seeing street workers. However, an independent escort, one who chooses her clients and works for herself and keeps all the money, no, I probably wouldn't judge the man for doing so as at least he has opted for a woman who is the only one benefiting from her being a sex worker rather than one who has been forced into it/is making money for others.
In prostitution, all 'high class' means is the person does not work on the streets. I am a part-time escort, or to use the current buzz word 'companion'. Given my high prices, I am very much high end but I do not use this descriptor at all and nor do I advertise myself in the way more escorts/prostitutes do. I do not use the cesspit that is Adultwork either. Money alone does not guarantee I will meet someone - men who wish to meet me have to supply government issued ID, employment credentials and references. This screens out the vast majority of men seeking paid sex and the most entitled/troublesome ones too.
In my experience, the men I see are paying for the no strings attached aspect of sex and for convenience. They want the woman to walk away afterwards and not hassle them for anything, but at the same time, they want me to make myself available if they want to see me. But, it must also be said that most men I see are paying for my time and attention. They want someone to talk to. They are men who are missing intimacy of some kind in their life and not just physical intimacy. Indeed, sex is a tiny part of our time together. (I feel I should add that I do not do role plays, wear uniforms or cater to fetishes. The sex is very much 'vanilla'.)
I realise I go very much against the grain, particularly my experiences. I have met someone really great men this way. But, I am, to a degree, lucky (for wont of a better word). I have total control over who I see and what we do. I turn down more men than I agree to meet. It is somewhat of a paradox that I am treated with far more respect and consideration by the men who pays for my time than I ever was in my actual dating life.
As an aside, I do not think I am empowered because I made this choice. If anything, I took this step because I needed the money and struggled to earn higher wages in my regular day-to-day job. However, I decided that if I was going to make money from transactional sex, then everything had to be done my way.
Anyway, Lave, I hope you work through everything 