This is an interesting discussion.
We have always booked anytime dining on Princess. Earlier this year we went on a Disney cruise that only has traditional dining, and we did enjoy that.
Waits for anytime are always longest around 6-7, but the longer the cruise, the less wait (people get tired of the dining room). We too enjoy the option of not having to dress up for dinner, and will go to the buffet a few times instead. (I think that is why I enjoyed the traditional dining on Disney - other than the special nights the dress code is more casual)
We are cruising again in a few weeks, and booked anytime again. I like the option of changing plans to suit the day and our mood/energy. We also like to meet different people at anytime. I wouldn’t want to be stuck with the same companions every night.