I absolutely don’t want to get an STI through papa-katsu (compensated dating in Japan)—especially syphilis.

There’s no such thing as “absolute” in this world. — It’s me

Thank you for your question. I’ll answer as Maezawa as well. If you mean absolutely, then don’t have sex with anyone at all—even a romantic partner or someone you’re married to. Also, you wrote, “I know it’s still possible to catch something even when using a condom,” but then said, “I made sure to have someone I’d had a one-night stand with use a condom.” That makes it seem like you know the risks but aren’t actually putting that knowledge into practice. If by “absolutely” you mean “as much as possible,” then simply make sure to always use a condom. That alone should be enough. “Absolutely” sets the bar very high, but if you mean “as much as possible,” using condoms will significantly lower the risk. If you want to reduce the risk even further, you might decide not to have sex with anyone except your partner. Of course, you can still catch something from your partner, but the probability should be lower. In the end, it comes down to where you want to draw the line.

I’m very careful about sexually transmitted infections too. It’s not just syphilis—there’s herpes and other infections as well, so we really need to be cautious. In my case, I’ve retired from having sex with my wife. I limit myself to just one dating partner. I don’t sleep with just anyone! Unless both people are careful, it won’t be a fun and mutually beneficial relationship. That said, I do think it’s best to keep your activities to a minimum. If you do continue, I’d recommend keeping the number of partners as low as possible—ideally, seeing just one person over the long term, at a modest pace.

Even outside of papa-katsu (compensated dating in Japan), infections can be transmitted through sexual activity. So either get a boyfriend or husband and make sure he absolutely doesn’t sleep with other women—and you don’t sleep with other men either— or settle for masturbation alone. I don’t think there’s any other way to guarantee that you won’t catch anything.