I've been running this game for a month or so with girls that I have phone numbers for. I've never met them outside online dating so I wanted to have some funny stuff - ready to go with them.
It's worked quite well because (I think) most women want to play anyway, those that didn't still had fun in the end.
Her: Sh1t, I've given you my number and I don't even know your name.
Me: You have to work for that kind of privileged information.
Her: I've saved you in my phone as ### *(the last three digits of my number).
Me: And I have saved you as agent ###, I expect to have my orders carried-out and reported back to me.
Her: What does this mean for me? LOL
Me: I'll be sending you information of places to meet me and what I expect you to accomplish.
Her: F*ck, please don't make me streak in the office...
Me: I'll leave you a disguised messages on your voicemail with the location for the first drop.
Her: Love it!
I then ask her to do several tasks and send me photos. We met at a bar and I wore dark glasses. While we were flirting I continued to send some texts every time I went to the bathroom or left her and never mentioned it to her. It was like I had two games going at the same time.
This worked well for me with three women, all of them commented on having fun.
Don't think it would work after the first date, but the first girl (a 8-9) is mad for it.
My advice is you must have a total C/F head-on, it's not really role-play, but it's plenty of fun. Easy to ramp-up the sexual Tension too.