He asked if I was on the pill, and when I said yes, he said, “Then it’s okay if I finish inside you, right?” When I said no, he told me to choose between doing it in my ass or the other option. Is it true that you can’t get pregnant or catch any diseases if someone finishes inside your ass? This is the first time I’ve met someone who wanted to use my ass, so I was shocked. Is this kind of exchange actually pretty normal?

I’m Maezawa from the President’s Office, and I’ll answer as well. > If a man finishes inside my anus, I won’t get pregnant or catch any diseases, right? That’s a strange question. Whether he finishes in your anus, your mouth, or your hand, you won’t get pregnant. Even if he finishes inside you, you won’t become pregnant if you aren’t ovulating. That said, sperm can survive inside the body for quite a while, and it’s difficult to pinpoint your exact ovulation date. (These days, you can sometimes determine it with ovulation tests or by tracking your basal body temperature.) So if you don’t want to become pregnant, you need to be careful. However, as far as diseases are concerned, you can still catch something whether he finishes in your anus or your mouth. > Is this kind of exchange fairly common? I don’t think it’s common at all. Those two choices are both extremely odd and abnormal. Perhaps he presents those two options because it gives him a better chance of being allowed to finish inside. Or maybe he simply likes both, and offers a choice between things women would normally dislike so that either way, he gets what he wants. The important part here is: “I was asked whether I was taking the pill, and I said I was.” Normally, even if you are taking it, you should say you aren’t. The reason is that more men will want to finish inside. From now on, I recommend saying you aren’t taking it until you’ve gotten to know someone better.

I’m Flagmaker, a column writer. I’m mainly a bottom when it comes to anal, so I understand what makes it feel good. I even use an Enemagra on myself. That said, I think men are probably more sensitive to anal stimulation than women in general. I used to find the idea of an old guy dressing up as a woman and getting fucked in the ass really gross, but when I started doing anal masturbation, I somehow began imagining myself as a woman, and I’ve come to understand how those cross-dressing older guys feel. I guess you really have to experience something for yourself before you can understand it.

I’m in Seattle. I’ve done anal twice at the request of women who enjoyed it. It slips out pretty easily if I’m not careful, and I didn’t find it particularly pleasurable. It’s doable if you use lube and take time to loosen up. For men, it feels somewhat good when it presses against the area behind the prostate. I occasionally have an Enemagra inserted.

I’m Taro, a male member. That question about whether she’s taking the pill is clearly the opening move in a clumsy trap, isn’t it? Even if you are taking it, you shouldn’t answer honestly about something like that（笑） On the contrary, you should shove an extra-large vibrator up that guy’s ass. Maybe then he’ll stop being so petty. To answer your question, I do think that conversation was unusual. But since coming here, I’ve learned that people have all kinds of kinks. I don’t really understand the line they draw—threesomes are fine, but anal is off-limits? Incidentally, I once heard from a woman in the fashion industry that anal is relatively common among people in apparel. Maybe there are different factions, like Shia and Sunni.

I’m Kazu, a male member. That’s not normal. What kind of either-or question is that? Were you trying to be funny? Because it wasn’t funny at all. Besides, anal sex with a woman who has no prior experience isn’t something you can just do casually. Oh, I didn’t answer the question. You can’t get pregnant through the butt. Pregnancy happens through the “yaoi hole.” There is a risk of contracting an infection, though. STIs aren’t caused by the vagina itself. If anything, the risk of transmission should be higher.

I’m Aya, a female member. When I asked my papa (a male supporter), he said, “That’s disgusting!!! He must be watching way too much porn. That guy’s seriously messed up—a pervert. I can’t understand him.” So apparently, even from a man’s perspective, he’s considered a pervert.