Prostate orgasm, hands free with no penis involved at all, took almost 10 years for me to finally achieve. I wanted one, I tried all the time, several different aneros toys, dildos, etc.. But when I finally had a prostate O it was when my wife used a gspot glass wand on me and when it hit OMG my life changed, seriously. After that I could have prostate Os within the first minute or two of inserting an aneros into me. I've had super Os that were like the universe was dumping its knowledge and essence into my body and soul. My full climax at the end of every session with a toy still in me is unreal. To feel your cock and all its musculature pulsating and rippling while the toy is autofucking your ass and stimulating your prostate from inside of you, its a combo that will split hairs and cut your nails for you! Its highly addicting.
The key is to treat it like meditation with no payoff. The roadblock to prostate orgasms come from expectation of something "better" than one's standard orgasmic ejaculation. The goal is also to use the toys to achieve hands free ejaculation; that's what I was seeking and expecting and it never happened. Prostate Os are delicate and explosive, they are are subtle and sometimes smack the shit out of you and make you yelp with joy uncontrollably. Sometimes they make your cock expel fluid, other times they are dry as a bone. But when the toy fucks you on its own and its pleasurable, you CANNOT go wrong.