ISO help (Chicago)

I plan on posting this on the Chicago board as well, but figured it would get more visibility here.

The majority of my hobbying is done on business trips and I have one planned for Chicago in October. What I am looking for is not exactly a dominant woman, but one who is very sexually assertive and still very sensual - if that makes sense. Looking for extended cock worship with edging, assplay, prostate massage, lots of oral both ways, and if I feel good about it with her - my first pegging experience.

I am a little apprehensive about it so I need someone very experienced with it. I prefer more mature ladies (35 - 50). Anyone know any Chicago area providers that sound like a fit?