I have only one experience in starting a massage with an orgasm. I had had previous massages from the guy and would get so turned on that I could not relax during the massage. So once when I came in, he said we were going to try a new way to get me relaxed first. So he jerked and sucked me off to start. It did relax me, but it was over-effective and I was so relaxed that I kept falling asleep during the massage!