I agree with @Capitano wholeheartedly on David. I've been seeing him for a number of years. We have a great rapport but it was built over time. He is in the south loop so very convenient to downtown.
http://www.masseurfinder.com/members/massagefixchi.shtml
I also had a couple flakey situations/cancellations with Kevin http://www.masseurfinder.com/members/musclemech.shtml but when I finally did see him he gave a fair-to-good massage and was very interactive, although I have not gone back since as I prefer a great massage+.
I also like Brad: http://www.masseurfinder.com/members/brad_007.shtml He is trained, super nice guy and very fun.
and Bryan is also very good: http://www.masseurfinder.com/members/bryuncmt.shtml