But I think people WOULD blink seeing a 6' GG in pink undies and tall boots come into the office for the day! Ok, so it wasn't mentioned where the pub is located, it could be near a beach. The gist of the story seems to be the inappropriateness of the particular outfit, and it gave a pause to the writer who then turned away from the "trainwreck". I ran into a similar situation at my monthly gender meeting. Some wanted to meet up at a local restaurant. However, one "girl" is 60, an obvious sun worshiper and heavy smoker who never used sunscreen or moisturizer. She wears a very skimpy white lace sun dress and has a bow in her hair. Face looks 60 - dresses like 16. The second over accessorizes dramatically, in such a way as to draw attention, then makes a point of accosting anyone who stares. I declined to go out with them. I dress in an un-provocative, age appropriate way. I try to fit in and avoid attention.
I believe that this is a fairly common occurrence among late transitioners who missed a large part of the "style" growth that GG's go through in teens through 30's. It isn't an evil thing, just jarring. Some catch up, others don't. Hopefully they find someone who can help them find what makes them feel good about themselves, while making them look presentable to others. Assuming of course, that that is what they truly want.
Like the writer, I wanted to address the issue with her but didn't take a chance. I don't feel bad. She seemed not to want actual suggestions and I would have felt badly if she felt good about herself, and there I was, cutting her down. It is hard to win in that type of situation.
P.S. to michelle.ch you should only feel guilty if you had ACTUALLY screamed "NO" to her, particularly if you stood with your hands on your hips when you had done so. Fortunately, perhaps the fact that she was 6'plus and wearing boots gave you a moments pause to collect yourself? I say well done.