Has anyone ever had an orgasm from a prostate massage?

Yes, it was 10 minutes long and its totally different than a penile orgasm. It was with the Progasm Ice

Prostate orgasm yes, prostate milking, not yet.
The orgasm went on & on & on, and I felt it in my whole body. Truly an amazing sensation. But it isn't each and every time.

I have yet to do so, but i am determined.

No, but I keep trying.

yes, with the aneros products.