I started telling family members over Xmas, since everyone was together (and that wouldn't happen again for another year). Would have liked to wait longer (I was 8 weeks) but couldn't resist the opportunity to tell everyone in person.
We were out at a restaurant on Xmas eve with the cousins and grandparents, and I quietly ordered a virgin bloody mary from the waiter while everyone else ordered drinks for a toast. My plan was to raise my glass and say something like, FYI this is a virgin bloody mary, because we're expecting, blah blah blah.
Well the waiter approached my cousin, across the table from me, and said "do you want to order another virgin drink?" I was so embarrassed because I thought that he had confused her for me! And it was going to ruin my announcement plan for me to have to own up to being the one ordering the mocktail.
BUT - then SHE announced, that she was drinking virgin drinks because SHE was pregnant! There was a moment of confusion, because she literally said exactly what I was planning on saying. I must have had a weird expression on my face because she looked at me and said "what is it?" And not knowing how to rebound, I just said "me too!" Then EVERYONE was confused and they were like, "You too? What do you mean? Wait, what? Wait, you're pregnant too?!" It was a moment of chaos and took everyone a few seconds to understand what was happening, lol!
I was worried about stealing her thunder but everyone was just SO excited that there will be two additions to the family at the same time! (she's a week ahead of me).
Then, I kid you not, the SAME thing happened to me on New Years Eve with a friend. I decided I would tell 3 of my good friends (b/c they would definitely get suspicious if I was not drinking on NYE), and one of them announced it first when we were all together.
I love finding out that people close to me are due at the same time!