I'm looking for recommendations for a Chicago provider for prostate stimulation, among other things, during our time together.

offer this as well but am in the NW burbs

Tonja Wallace. She is an absolute Pro. Totally stunning, and one of the absolute BEST companions that Chicago has to offer. If you meet with her you will NOT be disappointed- GUARANTEED!

Prostate massage and giving anal play are huge turn-ons for me!  

Take a look and see if I'm what you're looking for.

I've seen Erin several times and all included prostate massage - she is awesome. I wrote a review of one session if you want to read it

Erin Black knows her way around a prostate.

Seriously.

And what gets me is when we are talking about it, the absolute glee in her eye.  It is not a 'menu' item, it's a passion of hers.  You know that game where you make a list of what you would do if you could be the other gender for 24 hours?

Knowing what that would feel like is on my list, and Erin Black would be who I called