Sometimes even when you've earned each other's trust, it can still happen.
Happened with me with AutumnFoxx a couple years back. I saw her OFTEN. I fronted her money several times prior to a visit with nearly zero issues (she had to reschedule once, but other than that, no issues). One day, I fronted her money like normal, and got ghosted, never heard from her since.
It can happen eventually, even if you're a "regular" of hers and you begin to trust her. They're just in it for the money. No matter how you look at it, it's still a hustle.