I’m scheduled to have my first date through this club next weekend. My date is a C-type member who has been registered for about six months.

I don’t think telling her that this is your first offer would count against you. It might be a good idea to make an offer to a woman who has only recently joined. On the other hand, there’s also something to be said for meeting a woman who’s been with the club for a long time and can show you the ropes.

Other people’s answers are helpful too, but I think Mac’s answer is especially useful. In particular: “Please pay the transportation fee upfront as well.” This is important. It should be standard practice, but for some reason（笑）, simply doing this raises your standing in the woman’s eyes. (The transportation fee refers to the ¥5,000–¥10,000 courtesy payment set by the club’s rules.) > Should I be honest and tell her that this is my first offer and first date? I think either is fine. If you think you might get nervous or awkward, I’d recommend telling her. If not, I don’t think you have to. Once, a man made his first offer after joining the club, to a woman who had been registered for over two years. He asked whether it was okay to meet at the location he had chosen. Since the basic rule is to arrange the meeting at the location selected by the man, I told him that it was fine as is. After the date, though, the woman was extremely upset with me. Apparently, the man told her, “I asked the staff, and they said this location was fine.” From her perspective, she wondered, “Why are we meeting in a place like this?” She also said that if he had asked her, she could have suggested a better meeting spot. Once she explained it, I could certainly see her point. So, if you’re concerned, you could ask her: “Could you check with her whether this meeting place is okay, and whether the restaurant is okay as well?” > Or has the staff already given her that kind of advance notice? We don’t specifically tell the women. Some people are able to act as though they’ve done this before, even when it’s their first time. > I feel that making an offer to a C-type woman right from the start might be a bit of a challenge. That’s true. Choosing a D-type woman would probably reduce the chances of being turned down for a mutually agreed adult relationship after dinner, while still allowing you to experience what a date is like, so it could be a good option. That said, if there weren’t any women you liked among the D types, I don’t think you had much choice. You seem humble, so I doubt a C-type woman would turn you down. I think you should be fine.

That genuine sense of newness happens only this once—it’s a first and last. It might be best to let yourself go with that fresh, inexperienced feeling. If you’ve already decided she’s your favorite, it can be fun to plan the allowance, meals, and other details. If she’s been doing this for six months and is the woman you like most, she’s probably already received quite a few offers, so she likely has set expectations regarding allowance and other terms. It’s practically impossible to stand out through the allowance or choice of restaurant alone, so try organizing what unique qualities you can offer. Unless there’s something that really draws her in, it may be difficult to build a long-term, mutually enjoyable relationship. The reason is that, despite being popular, she’s still accepting offers after six months. That likely means she’s had quite a few generous (well-paying) papas—those who offer substantial allowances or expensive gifts—but hasn’t found a good papa yet. Some of those generous papas may be people she wants to cut ties with, or who may soon be cut off, but since she hasn’t been dropped yet, she probably doesn’t feel any urgency. If you’re her first offer, you may be able to get past her preconceived notions and defensive boundaries and smoothly win her over. Take this as a chance to turn being her first offer date into your advantage.

That fresh, innocent feeling brings back memories. I wrote my column in chronological order about my experiences at this club, so it might be somewhat helpful. If you have time, give it a read. You seem pleasant, open-minded, and able to sense how the other person feels, so I think you’ll be fine. C is the classic approach at this club, so I think C would be good. Chemistry matters too, so even if the first meeting doesn’t go perfectly, don’t worry—there’s always a next time. Being able to make offer after offer（笑）is one of the good things about this place. ① Preparation beforehand: Make a reservation and check out the restaurant in advance so you can create a space where you feel comfortable and handle things calmly. For the first meeting, reserve a private room at a restaurant (since you’ll be discussing the allowance). Make sure you look clean and well-groomed from head to toe, and take care of any odors. Read through her profile carefully and rehearse the flow of the conversation, including questions you might ask. Approach things politely, from dinner onward, with the mindset of building intimacy ^_^ ② Around dessert, invite her to your room. This is also when you tell her the terms of the allowance. To make it easier for her to say yes, avoid overly graphic words like “hotel” or “sex.” For example: “Thanks for today. You’re exactly my type, and I’d like to spend more time together. How would you feel about going to my room? The allowance would be ¥〇〇〇〇 on a pay-per-meeting basis.” Adjust it to suit your personality. Saying too much can ruin the mood, so if she agrees, smoothly escort her to the room. ③ Once we get to the room, I show her the allowance first, already placed in a small envelope, say, “I’ll leave it here for you,” and put it on the table. While she’s taking a shower, I place condoms somewhere visible on the bedside table so she feels reassured. For the first time, be gentle and pay attention to how she’s reacting. Save the things you want to try until you’ve met a few more times and gotten to know her better. If she’s someone you’d like to keep seeing for a long time, observe her carefully, don’t do anything she dislikes, and do the things she enjoys. If you maintain the level of closeness and frequency of contact she’s comfortable with, you’ll probably grow closer after meeting several times. Enjoy yourself ^_^

I don’t think the staff will say anything unnecessary, so if you want them to know, it’s best to bring it up yourself. Personally, I find Type C women easier to deal with because they don’t play unnecessary games and get straight to the point. So if anything, offering to meet a Type C woman may actually be the less risky option. Also, I think Mac-san’s answer sums things up well, so please refer to that.