Whereas before I was the connection between them, they’re now closer to one another, in some ways more than they are with me, and I’m having trouble finding my place in this new dynamic. Beforehand, I made each of them pinky swear to keep me out of the loop because my brother was a serial dumper and the friend was the kind of person who NEVER LISTENED WHEN YOU TOLD HER THAT MY BROTHER WAS DEFINITELY GOING TO DUMP HER.How can I support their budding relationship without being resentful? So they both promised to leave me out of it and then surprise, surprise, he dumped her and she whined to me and when I said, “You’re not allowed to,” she continued.Let her know that while you love her and want her to be happy, you’re just still not comfortable with the idea of her dating your brother.
Then this past November I decided to give it a try again.The thing is, I haven't told my friend because I don't know how she is going to react.For one thing, he is younger, and even though we are both adults (he's 20, I'm 25), people tend to think it's weird when the woman is significantly older than the man. They dated earlier this year, I told them it made me super uncomfortable, and they ended up breaking up.But then they went behind my back and started dating again, and I found out. I feel so awkward around both of them, so I have stopped hanging out with my best friend as much because she always invites my brother. I can definitely understand where your anger is coming from.