I tend to air on the side of the sooner the better. It doesn't have to be for an event of some kind, but just in passing (him picking you up for a date for instance) so the two know each other exists and can understand the gravity of the situation... it kind of makes it feel like there are no lies or fantasies going on... this is real and we can trust each other that it is real because we have seen each other. Later there can be some event to get them together to talk casually and perhaps about boundaries and issues that might come up, if it goes anywhere...
Anyone want to be friends on Facebook?
Send me your name via PM