I have a similar situation. I purchase MO in one specific store frequently (but not for large amounts), so CSRs mostly know me very well but never asked any questions. Last week, one CSR asked me if I ran a business and my reply was quite vague "no business, this is just for me". I felt this response wasn't good, but I wasn't prepared for it and didn't want to reveal MS. This chain has a rule to sell MOs with debit cards only, matching names/IDs. Most cashiers do not ask me for it.

This week, I went again and saw this CSR again, who worked on other register. When I was paying for MOs, she went somewhere and manager came and start asking me questions - what is the reason for purchasing MOs so frequently, why paying with different cards. I didn't reveal MS again, just said this is for paying personal bills and different cards because I don't want to use my personal bank debit card to avoid fraud. He said OK and I got my MOs, but this whole thing bothers me. I don't think he was getting the full picture. Should I reveal what I do? Then probably I will not be able to purchase MOs, because gebits are not allowed. If stop using this store, then they might think I'm criminal and disappeared because of questions.