That’s a one in five chance of getting infected if using them to prevent disease transmission. So, Mr. Popular in your example is either infected himself or spreading the infection after a little over a month on average with his fifty hookups a year.
Haven’t asked him, but I imagine he has something. That 2-20% statistic is just for one year too..he’s been a playboy for a long time. He’s one of my really good friends (who is MGTOW)’s older “bad boy” brother that I hang out with a few times a year.