Well, this may be down to quirks of how I and my friends play, but we try to do it in person as much as possible. The DM and the other players around the table usually will be able to notice if one of us is looking distracted or perturbed; we've known, liked, and trusted each other for years now. In an online game with maybe half the players being people I didn't already know well, I imagine reading them would be much trickier.
My point there, though, was just that asking players if they're comfortable with something only once at the beginning and never checking back in with them as a follow-up--well, I wouldn't want to do that for the sort of game Thunderfoot has described. I'd want to check back with everyone during the intervening week and see how the whole idea was sitting with them, you know?