The intimate activity with a certain man is painful and difficult.

Maezawa from the CEO’s office here. Even if he touches you gently, I think those sensitive areas will start to hurt if it goes on for a long time. It’s probably because he enjoys your reactions, so this is a difficult situation. But try telling him something like: “It feels good, but I’m always sore for about three days afterward. I’d like to see you more often too—ideally twice a week—but I’m worried it might hurt when we meet again.” That way, you’re leaving the decision up to him while asking him to shorten the time. You could also say during the encounter, “It’ll start hurting if we continue, so let’s stop here for today.” Hopefully you can keep things shorter that way, though he may end up feeling dissatisfied.

I’m Papper Plane, a male member. An hour and a half is a long time. It’s not like you’re newlyweds. Unless you’re newlyweds, the worse the compatibility, the longer it tends to take. Once you’re compatible, it should gradually become shorter and more adjustable, so that’s far too long. I could understand it if you were still enjoying yourselves together, but that’s clearly not the case. Twenty to thirty minutes should be plenty, and if you’re compatible, even 15 minutes can be enough. So it’s about five times longer than necessary, and there’s absolutely no consideration for observing the woman and adjusting to her. No matter how things change, he can only act without understanding how you feel.

I’m Taro, a male member. Isn’t the whole thing just taking too long? Normally, I’d say 15 minutes of foreplay at most, followed by about 15 minutes of intimacy. I remember seeing some statistics about this and thinking, “Huh,” so I timed myself—and it was about that. Also, if it hurts after 20 minutes, then something fairly serious is probably wrong in the first place. Twenty minutes is already above average, but unless you’re extremely incompatible, I’d think you could manage it with the right technique and momentum. First, you should have a proper conversation with him. The best time might be during the post-intimacy relaxation afterward. You could say something like: “I like you and want to be intimate with you, but I’m worried because it starts to hurt. I asked for advice on an online forum, and people said maybe it’s just too long, or that it’s impossible to be in pain after only 20 minutes. It really hurt my feelings.” I think it would be good to explain it with a little emphasis. You seem to think he’s being gentle, but that may not actually be the case. Whether you’re sufficiently aroused may also be a factor, but if your nipples hurt, that’s 100% an issue with how he’s touching you. I’m sure he doesn’t intend to hurt you, so tell him right away when something hurts, and work together to find a style of intimacy that you both enjoy.