When my (now) ex-girlfriend and I started going out she lived at the beach, so we spent a couple of months on long distance. She was reluctant to sext, she was self-conscious and a bit of a prude, but eventually we got there. This is the tale of a recurrent story we made up to dirty talk over.
As you would expect she struggled when she first moved to a beach town straight out of college, a couple of odd jobs here and there and she eventually landed a job promoting scuba tours on a fancy hotel. I always pictured her in a bikini trying to convince rich people to try the tours, but in my mind, they were just there to see if she would put out. I started the story out like this: a coworker would tell her about a side gig she had, very few hours for a lot of cash. Her coworker would slowly pitch in the idea, easing her into what she described as a promotional model job. It was actually pretty simple, both of them would go to a private yacht to assist rich men, half waitress, half entertainment. I never really knew if this sort of scenario had crossed her mind, if she ever lusted about how older men looked at her, but she seemed to accept the idea pretty quick.