My SO has had multiple a few times with me, once during a 3 hour session, and once seemingly randomly. It seems that as we get better with each other, the more it happens. Then again, sometimes she can't at all, for the life of her, which is ok, because she enjoys it and I'll be trying just as hard the next time to please her.
Its fun, nothing gets me going like seeing her go through one of those multiples, makes me orgasm every time, hard.