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I hold no prejudices. In general, I try not to judge anyone until I've got to know them, what their values are, etc.
I hired an escort once. It was awkward. First, I was paranoid about it being a sting or something. Then, I was worried about getting my wallet stolen. When "it" was over, I started getting up to leave, then the women was like "your time's not up yet," then laid beside me and started a conversation about q-anon type stuff. Lady had some mental issues, which made me feel kinda bad about the whole thing (and a little bit scared at the time, lol).
Anyways, I would never bring this up on a date or even to a partner (or friend). It is completely irrelevant to a relationship. If asked directly if I've ever hired a sex worker, I would lie. There's a lot of stigma around sex workers and their clients, even with people who are generally more "accepting." Someone could be a good potential partner, friend, or whatever, but have one weird hang-up about not dating someone who was a "john," and I wouldn't want to exclude them from being a potential partner/friend just because of that.
I hired an escort once when drunk at like 2am. I couldn't get hard so we just talked for 30 minutes or so and I left.
I do tell people, including dates, if they ask or it comes up. Mostly because I find it an amusing story and people get amused. My dates haven't reacted negatively so far. I'm sure some will but typically I try to filter them before we get to that point.
I don't like judgy people or super-prudes.