Anything immediate family is pretty much competing for worst ranking, simply because of how much extra effort it is.

Out of 6 siblings, 3 have gotten married. Worst was the first, my brother. I was a groomsman - 1 out of 7, there a were 7 bridesmaids as well. A huge wedding party. Photos took -forever- and happened before the ceremony. It wasn't too hot, but another groomsman (my other brother) ended up fainting (locked knees). We recovered from that. Later on, about an hour into a hour and a half ceremony (ridiculously long speeches) another faints. We're all suffering because we're standing for the entire ceremony.

Then it's finally over, but like any good wedding they had to sacrifice on one aspect. - they hired catering from a friend of a friend, and the caterer's crew were a no show (apparently they didn't check the address when they agreed and when they checked and saw it was a 2 hour drive they just didn't show up). So we all stepped up to help.

There was other shit too but despite outwardly going well that wedding gave me trauma.

Best would be my close friend's wedding. Just a ceremony and photos. Indoors as well. Easy.