First off, if it's legal where you live OP, then the morality of it all is your own moral code. If you don't feel it's wrong, than it's not, don't worry about it. If you do feel on some level it's wrong, maybe you need to talk to someone who knows you well and figure it all out.
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Originally Posted by Raseic
I would also like to understand why does she feel it's wrong on so many levels.
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You asked for reasons why people might feel it's wrong. So I am going to spell out just a few anti-prostitution reasons. So yes, this will be very one-sided.
And to be clear, it's prostitution since your primary purpose is to pay these women in exchange for sex. Calling prostitutes "escorts" kind of reminds me of the George Carlin joke about changing the name of toilet paper to "bathroom tissue" and such, lol. It's like people want to rename it so it doesn't sound like what it really is.
Reasons people feel it's wrong:
The big reason is, there is still sex trafficking and while some prostitutes will tell they are doing this of their own free will, sometimes they are not... a pimp controls them and makes them do it through threat of violence, blackmail, or drugs. 90% of prostitutes have pimps according to WHISPER. Prostitution in this form is akin to slavery. You are paying her, and she is giving the money to her pimp. So essentially you are paying her master to have sex with her.
And even if the women you are having sex with is 100% on board and not controlled by a pimp, the demand creates a need for sex trafficking. It's a big human rights issue for anyone appealed by human trafficking, child abduction, slavery, or women's rights (so anyone who is against any of these things and knows anything about the sex trade, will find it appalling).
FBI — Prostitution and Human Trafficking: A Paradigm Shift.
The most common reason for death for most Americans, heart disease, cancer... get down to about #5 on the list accidents. For prostitutes, the #1 cause of death is homicide.
This always stuck out to me as something interesting. It's from the Coalition Against Human Trafficking:
"Prostitution cannot eliminate rape when it is itself bought rape. The connection between rape and prostitution is that women are turned into objects for men's sexual use; they can be either bought or stolen. A culture in which women can be bought for use is one in which rape flourishes[.]"
Don't believe that it's all that bad? Ask a retired prostitute if they would ever do it again or if they miss it. What do you think would be said? Ask if someone "rescued" her... because other than death, that's how they get out.
The other big factor is the disease factor. Yes, you said you get tested and that's good. And I imagine if you are sleeping with prostitutes you wouldn't care about a woman's past. But ask your friends. Would they be okay forming a relationship with a woman who sleeps with a new man every week and says, "it's okay, I get tested for STDs and nothing yet!" Most would not be interested on a primal level. Well, that same feeling and reaction is what a lot of women have too when they hear a man sleeps around (and that doesn't matter if it's prostitutes or one night stands at a bar... it's all the same). You are just going to be hard pressed to find anyone who is comfortable having a partner that has a lot of other sex partners.
One last thing to note, society made it illegal... for a reason. Even ancient Rome, empire of decadence, did their best to sweep paid sex under the rug and keep it hidden. It caused problems for their society. What, I am not sure (saw that in a documentary about sex in the ancient world and they didn't really delve into it too deeply). I find it hard to believe that Roman men, who loved orgies and having fun, would make something so fun illegal for no reason. Especially since the empire taxed it and depended on it in a way. They needed it, kept it legal so they could tax it, but tried to pretend it wasn't there. Interesting isn't it?
I still say it's your choice at this point... and if it's right or wrong is something you, yourself need to answer. No one else can tell you. But you asked why some women don't like it, and above is "why" some women have zero interest in a man who has sex with prostitutes.