Need the ol prostate milked for health reasons and I figured I may as well turn it into a good time.

Any advice would be greatly appreciated, I understand it's a bit outrageous but I am being genuine in my request.

I think this is a fantastic request! For those of you who haven't explored your prostate, you don't know what you're missing! Milking the prostate is an advanced technique, but for those of you who are curious there are external massages that also stimulate the prostate and are highly pleasurable.

Years of experience & skills!

I love prostate massage. It is sometimes difficult (very) to find a good provider. I have seen many techniques.. some work some don't but I am always up for a new adventure. Ever wonder why ladies like each other? It because they know what they like and what feels good and doesn't. So I often wonder where they learn prostate massage since they don;t have one!  

Unlike a cock it take a little longer to get it feeling good so patience and time are a requirement. And the reward is worth the wait. Hope to fine a good provider too.. Good luck

OP: Sorry it took a while to respond here.  Good for you in exploring the prostate, lots of intensity there!  Well I've met two providers who really hit the mark with both RJ and PM They were:

barbi TER id 153535 - Mature, but very experienced provider.  Her technique is on the money and she is pretty uninhibited.  

BellaRim TER id 224729 -  Nasty Latina gal who performed RJ like it was the last Supper.  I was the only one who reviewed her, and then she dropped off the radar shortly thereafter.  You can try to contact her though to see if she is still in the biz, I had a pretty good time with her.

Hope these helped.