In principle, yes, it is possible.. in the sense that it’s not impossible. It’s also *possible* to win the lottery, but I wouldn’t bank on it.
The odds are very much stacked against you. It’s very highly likely this won’t turn out the way you hope. Sure, there are exceptions to every rule.. but if you think you’re the exception, you’re probably wrong.
First, there’s no guarantee her feelings are genuine. Escorts are professional fantasy creators.. manipulating emotions is part of the job. This could just be another level down the rabbit hole. Her motivation may range from relatively benign (simply giving you what you’re looking for), to generally malicious (some women are sharks.. and you’re just chum in the water). Even if there are times you’re not “on the clock” and explicitly paying her.. she’s playing the long game: you’ll pay (probably handsomely) in the end.
Even if feelings are mutual and genuine.. it’s tough sledding. By virtue of how you met, trust will always be an issue. Because of social stigmas, your relationship will likely be walled off from the rest of your life. You won’t met her friends/family, and vice versa. It’s safer that way. But you’ll always wonder if she’s actually going to visit her sister for the weekend (if she even actually has one), or if she’s juggling another, ahem, set of balls. She’ll wonder if you’re really working late at the office, or if you’re out seeing other providers.
Breaking down those walls is risky. You might think mutual assured destruction would prevent either of you from wrecking the other’s life by spreading info that should never be disclosed. But MAD requires rationality.. which is often in short supply when emotions are involved.
I’ve made the mistake of going down this road once. Never again. Here, there be dragons.