From my experience, there are different experiences of orgasm which a woman can have, single orgasm, multiple orgasm, continuous orgasm and second level orgasm.
For each, the woman needs to be adventurous, and needs to learn how to get there, and also, her lover needs to know how to do it.
Some women never get to achieve orgasm, no matter how careful or skilled her lover, because she can never get herself over the hurdle to her first. Once she is there, she knows what to do, and gets better and better, orgasms come easier. I have a friend who is like this. She is about 32 years old, and no matter how much time I take, or how careful, she cannot get there, she is on the edge, straining, shouting, but never gets over the hurdle. And of course she ends up terribly frustrated.
Multiple orgasms are when a woman has more than one in a single session of lovemaking. For me, I have never experienced this when we are in penis/vagina sex, only when I am using my finger or tongue on her clitoris. The technique requires that I know when she comes, preferably just before she comes, so that as she comes, I go soft, just touch her clitoris, so that she can stand it after she comes, and her clitoris is very sensitive. But I keep the sensation going. Then as she calms down a bit, I slightly increase the pressure, keep moving, and feel as she builds up again, till she comes a second time. And I repeat this until she can take no more. One girlfriend counted 15, she was knackered after. But some women can only stand two or three.
The next is continuous orgasm. This requires a lot of control by both, I need to get the pressure just right, and shee needs to know her body and her reactions. It is similar to multiple orgasms, but when she comes, I soften up a bit, and maybe change where I am stroking, and she just rides it, and she can stay in orgasm for maybe 15 or 20 minutes. However, I have found that this only works if I use vaseline as a lubricant, because it keeps its viscosity, and it has just enough drag that I can change pressure and friction by very small amounts.
The last is second level orgasm. I have only found a few women who can do this. It involves getting into continuous orgasm, and feeling for a point where her clitoris starts to harden just a little bit. I increase drag just a little bit, and I move the location that I am stroking to the little cleft on the right side of her clitoris, and tend to stroke more on the side than on the top. At some point in time, she will experience another orgasm, on top of the continuous one. It is totally shattering, and she will collapse. There is nothing that we can do from here, just let her recover, rest, maybe take a nap. But she is totally satiated, and can't take any more for quite a while.
Pirate Pete