I have a problem. Well, not really a problem, more of a question. There is a skin care store in one of the two major malls in the Dayton, OH area. I know the owner. She is my mom's cousin. My brother, uncle, and I stopped by (before we went to a hockey game) and said hello. We began to talk since it had been such a long time since we had seen eachother. After talking about some personal stuff she asked if we wanted any skin care products or some soap. We said no. She then asked if we needed any lipstick. I smiled and chuckled a little bit and said no. However, even though I am not a big makeup person, I would love to have her help me with picking out some. She doesn't know I crossdress. I would also love to have her help in shopping.
My question is whether I should tell her I would love some makeup, which would result in my outing to her, or should I just keep it down inside. I don't know her well enough on where she stands on such issues. I am also afraid she will tell family members, which would be devastating. What should I do?