.....For my entire life, I have intended to retire early and am actually past the target date I set when I was young (didn't have the financial resources vs. desired standard of living). I've always had a plan for the future. I guess I'm lacking that right now. Just curious how people have prepared for and worked through the transition.
Like you, DW and I started saving/investing for retirement in our 20's and retired at 56 sand 54 respectively. We had the long term goal of retiring 'early' --- of course, didn't know what that would be in our 20's.
No one can give you a simple answer because we're all so different in our needs, wants, psychological makeup, interests, abilities...... I had no problem with the 'transition'. IT work was no longer fun and I was simply making a living and saving for retirement by going to work.
But we had interests. Went traveling (camping) a great deal for a couple of years where we would go to national parks and spend a month at a time. We continue to travel, but for shorter periods and don't camp any longer. Have a small, but older home, that had a great deal of deferred maintenance and remodel needs. Live on a few acres and have never-ending gardening projects. We also work out a couple of hours a day. In short, plenty to do. Winter is slower, but not boring. We also do volunteer work, the wife doing far more than I do.
But that's us --- your situation is probably totally different and different interests (?).
So yes, you'll have to try to figure out if you have interests that can keep you occupied for a large part of the day. I'm sure you realize a great many people just can't stand retirement and are simply bored. Volunteer activities are nice, but you have to find something you're interested in and depending where you live, there could be a lot of options, or very few.
All anyone can do is give you ideas to look at, but you'll have to decide if they interest you or not. I would suggest looking up articles about things to do in retirement and see if something jumps out and appeals to you.