DH's mom and her boyfriend came and spent a day with us this weekend, and it was a really nice day. BIL lives with them. He's seems to be staying healthy and his life seems to be coming together, and we talked a lot about all the great things that are happening for him.
So Boyfriend starts mentioning something to DH, and MIL kind of cuts him off, saying it was supposed to be a secret, and that BIL told her not to mention it. Boyfriend replies that that's silly, and the BIL never told *him* not to mention it, and continues.
Turns out the big secret is that BIL is dating a girl, J, that DH worked with (and BIL worked with them as well). DH and J went on a couple dates a year or two after high school, and according to DH they were never a couple and it was hardly even dating. Everyone seemed really weird about it, like DH was going to freak out that some girl he sort of dated 20+ years ago is his brother's girlfriend. They brought it up repeatedly. "Are you sure you are okay with him dating J?" "BIL was really worried you were going to be upset. Are you sure you aren't?" There also seemed to be some concern that I might take issue with it, I guess because this puts a sort-of-Ex potentially in our lives.
DH couldn't care less. And neither could I. Would this upset you? If it was happening in your family, would you be concerned that someone would freak out over a casual girlfriend (using the term loosely) dating another sibling 20 years later?