Everybody’s ass is different, but yes. The trick that works for me is using a toy beforehand. My hole naturally cramps up at first, though it usually relaxes later. So by using a vibrator or dildo, I can ease it open and get the cramping over with. That way, when it’s time to take a dick, I’m ready to enjoy the ride!
(Btw, this did take some experimentation. If I loosen myself up too much, then it takes away from some of the pleasure during sex. So I had to go through some trial-and-error to figure out how to stretch it out just enough but not too much.)
One other trick is to press down as if you’re taking a shit. It sounds weird, but it does relax your sphincter.
Some guys swear by poppers, but I personally am not a fan, and I don’t think they’re necessary. And maybe other guys on this thread have other ideas?