Meggie,
Yes and no.
After you have one you know how it feels, so you know what to expect, so you are more likely to be able to help it a long. So yes.
But, having one doesn't technically make it any easier. But once you have one you do now know your body is capable of having them.
Women who have many orgasm at one time find the first one the hardest and the rest pretty easy once they understand how their body works.
Susan