Does anyone know anyone who has done something like this successfully? I'd love to chat with someone who has been a successful SB or is doing that now and how you maintain your boundaries while still keeping the fantasy alive.
There probably are a handful of people who have made this sort of thing work (although I'd be amazed if they didn't have more than one 'exclusive' punter on the go at once).
They're not that likely to be hanging out here because this board is mostly people who do straightforward in-person sex work with all the boundaries that entails, and this sort of woolly arrangement when you don't know exactly how many hours you'll have to do and when and for how much wouldn't appeal to many of us.
How much of your time is he going to expect for this money? Are you going to be expected to drop whatever you're doing to see him, even if you're busy with your friends, partner or family? Are you going to be expected to send him constant
validation texts, emails or pictures, even if you're tired or unwell? What will happen if he wants to see you and you're not available?
It sounds as if you've made your mind up regardless of what anybody here says, but do take into account what people have said about it ending, and what you're going to do for money if that happens sooner than you expected. Contracts based on sex aren't legally binding, so no matter what you agree at the start you have no redress if it goes wrong.