Having sex with a prostitute will not help you improve your much needed communication skills with women.
I read your reasons for wanting to do so op, do I empathise with you? Perhaps a tiny bit, I'm not sure how tough your childhood must have been that it would force you to need to spend thousands on therapy but it sounds serious.
You say you have a good job and sound like you make good money, so on that side of things you sound somewhat able to live a competent & respectable life.
I wouldn't tell anyone what to ultimately do, ultimately it will be your choice and your life experiences will pull you in one way or the other.
Some people think life is rosy like some Disney film but fail to understand different people experience many different sometimes traumatic experiences in life which affect their future life choices. I personally don't recommend a guy losing his virginity to a prostitute but at the end of the day what you do will be your choice just make sure you are happy with it.
All some women need from a men is that you talk to them and make them laugh and feel good. You don't have to look like Brad Pitt or Dwayne Johnson.
In the workplace situation some employers talk about some employees not having soft skills. Think about your communication skills with women as part of your social & relationship soft skills, how do you work on these soft skills you may ask. Well simply talk to women with respect of course, have a laugh make them feel good and work from there. You ignore your problems and relationship development issues and you may never overcome them. So just get to know women as friends and work from there for now.
If you are living life with sex in your mind and maybe watching porn, stop the porn use which will affect you negatively specially in your situation but for anyone really and get that sex off your mind. Just start getting to know women as people, as friends.
You will never be perfect, none of us are, you will slip at times and make mistakes if you want to improve though face your problems don't think you can push them aside and make a good change.