I have known a woman friend of mine for a couple of decades but we have never been in a relationship, although I have frequently joined in with her and her steady boyfriend in various sexual activity, at his initiative. Regardless of all that, this 40 some woman with a very small clitoris had never had any orgasm, at least not until a couple weeks ago.
Though vibrators had long been part of the mix, never with any penetration, today I tried something different for her, which is why this is filed under female, although it may be difficult for a woman to do for herself.
I took a well-lubed wand type vibrator in my right hand and pushed the length of my left fore finger against the side of it so that the tip of the vibrator and my finger were even. With the switch on, my finger tip was now vibrating itself along with the wand. I pressed this combination against her so that my vibrating finger was on one side of her clit and the vibrator tip was on the other, then moved slowly around following her response. Although it didn't happen immediately, once I found that 'hot spot', she was writhing her legs, her belly was snapping, and she was screaming in pleasure. After a few minutes of this she said to her eagerly watching bf and me 'This must be an orgasm! Now I know why you guys like to fuck me so much.'
Upon further attempts and in later sessions, I was able to repeat the success of this technique many times, although sadly enough he was not able to master it himself.