Best friend dating my brother
And if anything goes wrong with the relationship, that would be pretty awkward.
Is three a crowd if it's you, your boyfriend, and his sister/your best friend?
Sober me knew drunk me was a fucking moron and had to get out without making eye contact.
It would bother me because I would be worried that I would be seeing less of my family or my best friend.
Do you want to try dating the sibling and making things work?
If your friend is supportive and the sibling has feelings for you too, congratulations!
You successfully nailed your best friend's sibling AND a significant other.
Or do you want to abort the mission and keep your friendship alive?
I'm not saying your friendship is guaranteed to crash and burn, but if things don't work out with the sibling, it could make your friendship awkward.