Over the years I definitely have had special feelings for a couple of SP's where we had a special coonection, and had I not been attached I may have considered taking it to the next level with one or two of them, however having said that, or even thought that..I also realized the complexities of it all, and not sure how/if I would be able to handle the fact that whenever you would go out in a social setting, and wander who/if she had slept with anyone in the room. As much as I may try to fool myself that it wouldn't matter, ....I'm pretty sure in some situations I would be jealous/judgemental...even though it is a double standard. One girl I saw twice a month for over 3 years.....and another I saw almost every week , for over 2 years, and for over a year after she "retired"..in both cases the rate was dropped considerably, and time was never a factor, and we both shared everything about our private lives....both were definitely very special , and both were top girls in the city at the time
I had one very special girl tell me quite frankly, "once a cheater, always a cheater" and that if I was not attached, she would really have to think about seeing me socially, because if she was in a relationship, she expected total loyalty from both ( in other words she would not see anyone in a serious relationship while being a sp) ....and that she would not be sure if she could trust me. Just prior to her retirement , she also told me about how many guys begged her to keep working, how many guys asked her to marry them , and they where going to leave there wives for her,...as they thought they had something special.......she laughed and told them "sorry..I'm only fucking you for the $$ and I'm not at all interested in dating you or marrying you" ......harsh, but reality! Its a fine line between doing your job extremely well , and truly caring. Once the thrill of the sex wears off, and real life stares at you every day, things may not be as rosey as one thinks.
Having said all that......if both are very open with each other ,get along great in and out of the bedroom.....and both are unattached..then hell yes..why not pursue that option and see where it leads, because it really should not matter what either of yours profession is, as both are already involved in it anyhow..one as the provider and one as a client, and both of you have to make sure they can handle some of the obvious obstacles that will arise.
Just be truthful to each other and enjoy. Life is to short to miss out on something that may be fantastic for both! Good luck!