Yeah i do this roleplay with younger guys and funnily enough with very mature men too, some without pre warning would blurt out stuff like, "does mummy like this? " and "i want to be a good boy for mummy" etc. which indicates its something they want but may have been too shy to ask for
For those that do request this for their booking, I always ask them to list out their expectations or script of play . My experience has been that without knowing what they expect / want midway through a booking some would request for services i dont offer like nappy change or whipping which ruins the booking for me.
The ones that ask me to tell them what i will do for them , i ignore them as that is their kink , reading/ fantasising about it but never going ahead with a booking