I've talked about who pays for a date before, but I recently got a question from a reader that makes me want to discuss this again. Feel free to weigh in with your opinions. In my experience, money is a touchy subject. No less touchy when it comes to dating. His note said: As a guy I'm used to paying when it comes to dating. Like, if I date a woman multiple times, I pay more, which is fine, but she'll pay here and there. Like I said, touchy subject.

The first date, since I'm asking, I'm paying for the entire thing. And any date when I ask the woman out I'm paying for the whole thing. But when a woman asks me out, I do expect her to pay. So I've only had an issue twice with women not paying their share. One woman I went out with like six times and she never picked up a check, even when she asked me out. The second woman, she did pay at times, but she still stuck me with the bill more times than not.

On three of our dates I asked her out, so I paid for the entire thing. On one date that she invited me out to, she paid for the movie and then I paid for dinner. The second time she asked me out it was movie and dinner again. I got to the theater first, and feared that the movie would sell out, so I bought the tickets. Afterward we went to eat. When the bill came it was placed next to me and she didn't reach to pick it up.

So I picked it up and she asked if I wanted her to help me with it. I was thinking that she should have picked it up instead of offering to chip in. But I was nice and I said that we could split it. She then replied asking me if I was sure that I wanted her to help me with the bill. Like she was trying to play me against my manhood to get out of paying her part. So I again said yes, I'd like to split the check. He only mentioned having this problem twice.