...once you have been screened and passed said screening the lady may be ok with some discussion. Not a good idea to assume though. Best way is to read reviews & see if role play is one of her things. Then see her for a regular session. Discuss roleplay for next session.

For example, I can put an ad in the paper and ask for woman to come and dress up like a nurse or school girl or whatever for my amusement.  

However, if I add any reference to sexual activity then I have crossed the line.

I would suggest that you ask a provider if she does role play, and if you says yes, then ask if she could play the role that you have in mind, but do not make mention of dressing up in "sexy" this or that, or teasing your whatever.  She'll figure out what you want, and you can get into more details when you are BCDs.

if you are a member then you have a mini profile in which you can specifically discuss certain details that you like in your "personal life". Then when you ask for pre screening you specify that she look over your profile and let you know if the two of you would be a good match. In other words you're asking her if she can do this type of role play.

mentioning specific sexual acts, which is def the way to proceed.  It really depends on the type of role-playing you wish to indulge in.  Just be careful in how you word your requests.  I suggest starting out with something pretty innocent, and then once you are with her, you can ask face to face about more explicit things you might want to try.

Swim

Be honest & straight forward.

Share your interests, or risk wasting your time & $.