Proposing to bridesmaids all at once

I would still ask each one privately. Asking them all as part of a group puts a lot of pressure on them to say yes, when they may have legitimate concerns and need some time.

I would ask them all individually. No matter if they’re all friends or not, they may all accept even if they really can’t simply because they feel uncomfortable saying no with everyone else there.

Asking the together puts the "on the spot", so as to speak. I would do it individually. Once they've each said "yes" then feel free to give them their gifts at a lunch.

Do it individually. Just because they are great friends doesn't mean they are necessarily in the emotional/financial/mental state to be a bridesmaid. You can plan a nice lunch together once everyone has accepted in private, and that way no one is under the gun.

I'd do it individually, so no one feels pressure to agree to it in front of everyone else. You never know if anyone wants to bring up any budget concerns before accepting, and that would be very difficult for someone to bring up in public. I'd ask each of them privately, and then if you'd like to get everyone together after to celebrate, go for it.

No do it separately, this way they don't feel obligated and do it on their own will.

UO here but I asked my two bridesmaids together! I did let them know that they weren’t obligated to say yes but as soon as they opened their boxes, they both told me they had been waiting for me to ask.
Where I am from, typically the bride pays for the bridal party attire, hair and makeup so there really isn’t much commitment other than standing next to you on the big day. I think if there was a financial obligation I might think more about asking privately but I think it really depends on your girls. The fact that you are giving them time to respond when they are ready I think is great!
Good luck

I would ask privately, even if you think they'll say yes. Someone I didn't even consider a close friend asked me to be a bridesmaid in her wedding while a group of 7 of us were out to dinner, and I felt obligated to say yes. It was terribly awkward.

I'm with many other people here. This should be done individually. My best friend is very simple and asked us all by email. She bcc'd it so we wouldn't be "put on the spot".

Maybe you can do 3 seperate lunches? Or stop by their own places on different night to just chill and then pop the question?

Agree with the individual meetups. This whole proposing to your bridal party has gotten out of hand.

Thanks for all your input! I’ve decided to just ask them individually and then plan a time we can all meet up together to celebrate. I realized that it’s more personal if it’s an individual thing and they won’t feel any pressure, even if they were to say yes anyway!