I usually had O pain aprox every other cy when I was younger.. But it was only severe b/c I had a huge cyst on one ovary

After that was removed I would say it was uncomfortable but not painful really. I had an ectopic pg a few years back and stopped Oing for about a year and 1/2 after it.. Took a low dose of clomid to get things back up and running and the 1st cy I oed HOLY CRAPOLA! Talk about blowing the dust of my rusted up system b/c it HURT
Anyway, I have heard women say their usual O was uncomfortable, like a pinch or needle pricks.. Sharp GWIM?.. Some say it's like dull cramping or aching. And it was usually short lived (not longer then briefly, couple hours, not longer then 1/2 a day usually) I would say if O is "painful" or comes w/ more cramping/discomfort then usual, maybe a quick trip to the doc and ask about it??