As I have shared until recently, I could never orgasm via hand or oral (oral is still hasn't happened)
When I practiced with a vibrating butt plug and a hot octopuss, it happened. It was dry and it was amazing.
I shook like I never shook before. Part of it was the different feel, part of it was I believe removing the brick wall I had mentally there.
With self-edging, (similar probably to what women learn when masturbating), I am now learning about the feel with the stage prior to the big "O".
I believe this is where men and women can achieve the same multi-orgasmic end. IMO ...
But the real reality is you need a partner to truly get there, because the guy needs a partner that refuses to take no and keeps on the assault :) (consensually of course).