I’ll put a contrarian perspective out there…
I’ve been paying guys since I was in my mid-20s. I’m not ugly, fat, etc. I have all of my teeth and hair. I’m very well-adjusted socially. I started doing it for a few reasons. First, doing so guarantees the sex is hot (or nearly guarantees it). I have not had bad sex since college and I have not been naked with any guy who was not in my mind a 9 or a 10. Few people can say the same. Second, paying entirely avoids flaking on the other guy’s part. Sometimes I flake and they just roll with it, but they never flake. Third, if you’re not ugly, it’s a setup for an upside surprise for them. In my experience, many guys who say yes to an offer made online and then show up and see I’m not ugly think, “damn, this does not suck… I want to see him again”. They then court me, I play it as cool as I feel like, and it usually turns into a consistent thing because of the psychological setup of the whole thing and the chase being reversed. After a while, the guy who is chasing forgets he is chasing the money (even though you’re still paying him) and is merely focused on getting you to say yes to meeting again.
I have dated guys I initially paid (where it then turned int a long-term, non-paid scenario) and I have had long-term paid fuck buds (10+ years).
Also, guys who are willing to hookup for money usually are better in bed. They fuck like it’s their job… because it is (at least when they are with you... it's less risky to convert normal guys vs. hiring pros).
A huge number of hot guys have at least 1 or 2 guys in their life who pay them. It’s much more common than you think. I just wish people would not be so ashamed of it. Personally, the idea of courting someone and going on a bunch of dates is not only uninteresting, but I think it also turns the encounter into more a scripted romantic comedy scenario, which doesn’t turn me on at all.
Mind you, I’m not particularly romantic and I am transactional by nature in all things. I respect that not everyone (or perhaps not even most) think this way.
But, there’s nothing shameful about paying for sex.