I have done this with a few gentlemen every year who enjoy the playfulness. Do you enjoy the role-play even if it's corny or would you rather skip the acting and get on to the real action ?

I was a regular and also gave her certain "assistance" in return for OTC sessions.  So one day I told her, "This is your session.  Do whatever you want and I'll play along." She said she liked to role play as a naughty schoolgirl being deflowered by her teacher.  So we did that, and it was hot as hell.  Next time I brought her a Naughty Schoolgirl outfit to wear.  When her provider girl friends heard about it, they wanted their own.  So far I've given away 3 or 4 of them.  The little panties that come with it have a red "A+" right over the pussy.  Cute.

Not on Halloween, and not necessarily a costume, but had her dress like a hot secretary with glasses and all, and tried to do a role play where I'm the boss who just got back from vacation and the conversation started something like:

My first two years, for Halloween when the gents would arrive, I would be in full costume, lol.... was a bumblebee one year & a cat another.

I have several clients that ask me to dress up in various outfits.. I LOVE IT..

Hi There

i hobby to role play...nothing real fancy, naughty school girl, sexy secretary, professor and student, etc etc