Overheard at my office:
While discussing a recent surprise departure of a colleague.
Boss: Does anyone know where he went?
Shaken heads all around.
Boss: Well he couldn't have retired, he's not much older than me.
Me (Internally): And you are ~15 years older than me. We are going to be having a very awkward conversation in the next couple of years.
And even more egregious, but not at work. I had a bachelorette party where two of my fellow bridesmaids spent the entire trip gushing about their latest designer clothing, purses, shoes, watches, jewelry, etc. Not my cuppa, but they both have good jobs so if they want to spend their money on such things it's their prerogative. Cue random conversation with one of the Spendypants.
Spendypants: We really want to have children soon. I'm not getting any younger.
Me: That's exciting.
SP: Well, I just don't think we can yet.
Me: (Trying to be sensitive, because I don't want to tread on potential fertility problems) Inarticulate noise meant to convey understanding and distress.
SP: Yeah, there's no way that we could afford kids.
Me: Oh, I guess children can be expensive.
SP: I don't know how anyone our age does it.
Me: I suppose once they have kids, they have to cut back some of their other spending.
SP: Well I couldn't make any cuts. I hardly go out at all now.
I boggled for a few minutes remembering the brand new designer dress, three pairs of new designer shoes, the new designer handbag and the new iWatch thing she had already shown me/bragged about this weekend.