Quote:
Originally Posted by will19
Sorry to hear that. It sounds like that person is "one-upping" you or letting you know that he/she is doing better than you. I don't know why people do that to their friends.
I remember one time a woman told me, "I am so thankful that I'm not in your shoes".
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Oh, FFS what a terribly insensitive thing for her to say

I've had similar remarks from folks of the same socially inept ilk. Always frustrating.
In this particular case, I think my friend was attempting to steer the conversation back to him and his relationship. And yeah, I guess he was one-upping me as well.