Since everyone’s been talking about virgins, I’d like to ask about something that’s been on my mind lately.

Two years ago, I met a woman through an app who wanted to have her first experience. She was 27 at the time. In terms of the Universal Club classes, she’d probably be Gold. Not quite Platinum, but definitely not Standard either. If there were 20 women in the class, she’d easily be among the top five in terms of cuteness. After graduating from a women’s university, she joined a small company where she had few opportunities to meet men. She lived seriously, without going out at night, and apparently graduated and spent five years without ever getting a boyfriend. Normally, when I meet a virgin, I give her an allowance of 50,000 yen plus a 50,000-yen gift, and I also give her my business card because I feel bad about her not knowing who I am. Since the woman’s goal is usually to have her first experience, we often don’t meet a second time—the woman is usually the one who cuts off contact. But this woman and I had very good physical compatibility, and I found it rewarding to guide her, so before I knew it, we had continued dating for two years. She lives alone, so we can spend the night together, and we have an overnight date once a week. Since it’s been two years, we’ve met more than 100 times in total, and her allowances have exceeded 5 million yen altogether. She apparently wasn’t originally motivated by money and opened a new bank account to save all the allowance. Even after two years, she hasn’t been with any man other than me. She doesn’t have no desire to marry, but these days there’s no guarantee that getting married will make a woman happy, and she doesn’t seem particularly eager to find a boyfriend either. That said, I’m worried that by being there as a man in her life, I may have given her a false sense of security during the delicate period from age 27 to 29, and perhaps caused her to do something she won’t be able to undo. At this point, should I continue seeing her as I have been, giving her 50,000 yen each time and helping her savings grow while continuing to play the role of a pseudo-boyfriend? Or would it be better to make the difficult decision to end things myself and leave her life? Which do you think would be better? I’ll probably continue the relationship, but I can’t shake this vague sense of guilt. The questioner was Mac.