You're being judgemental ha, ha!Sure, I'll reply, why not.
I was neither lecturing nor trying to be condescending/judgmental.
Doctors don't date patients, lawyers don't date clients, law enforcement doesn't date career criminals and sex workers don't provide free sex. There are very few exceptions where rules and barriers are broken.
You, dating SWs multiple times, as per your own admission, makes you a special person, doesn't it? Somehow you managed to become an exception multiple time and SWs broke the code. You're either a client with amazing manipulation skills or someone in the industry (driver, security, management, pimp etc).
What's the end game though? Commited relationship with a bright future?? Obviously not, since you're still single. If you were being sincere but things didn't work out, oh what a surprise.
SW's source of income is providing sexual services and if you manage to get it for free, means you're very likely taking advantage. If you're still providing financial support, then you're not really dating, you're a sugar daddy, she's a sugar baby. If you're in a managerial position and SW is providing free service out of the fear of repercussion, then you're an abuser/predator.
Either way there are no scenarios where you'd look noble. The only one would be where you two fell in love, had kids and you loved her unconditionally no matter what, but that's not the case.
Oh, btw, now you may say that I'm being judgemental.
I, on the other hand, will be enjoying the company of my NYC goddess later this week.
TTYL,
EPDA