Sounds like you've managed to structure your life so there is little chance of failure, by modulating your ambition sufficiently. With no chance of failure, you can't be embarrassed or humiliated/bullied. But there is also no thrill or passion. Start small, force yourself to go to a museum. Then spend a week not cooking any dishes you know how to cook for dinner. Discover a hiking trail nearby, join a trail running club. Go to a concert that won't be well attended. Buy a bicycle and spend a weekend day getting lost in your town riding on weird backstreets. Stop at a cafe you've never been to for lunch. Keep a diary.
Eventually, fail at something spectacularly, and realize that's okay.
You just described my 30s,
to a T !
Now a few years into my 40s, having done pretty much all I want to do with my life, I just kinda don't care any more. I've been all around the world, I've started businesses, I've gotten degrees, I've written/performed music, dated amazing women - and I guess I expected to be a family man by now - not necessarily
wanting to be one, just expecting. But of the 2 relationships with the most potential for marriage, I ended one and the other one was ended for me. And while I miss that second one, it's probably for the best, since she felt that I was good with
or without her, almost in equal measure.
So I'm basically, "now what"?
I always felt that "what you create/produce [subtracted by] what you consume = your worth as a person"
And throughout my 20s and 30s, I was mostly in the positive, but no longer, and I really don't care. I'm not depressed or anything, I'm just not motivated to want anything or really do anything. I have a trip with some friends this weekend - hiking in the mountains, white-water rafting, etc. I'm sure it'll be fun, but I've done it all before, and I'll be just as happy staying home.
Maybe if I had a family I'd be motivated by that, but then I'm kinda glad I don't have one either.
So yea, it's this weird purgatory; I'm not at all unhappy about anything (except for maybe Trump), but I'm not particularly excited for anything either. I just went out on a bunch of dates with a bunch of women - and nothing against them, but I honestly didn't care one way or another about any of them. I think I'm actually "happier" alone, at least for now.
Part of it isn't even that I'm "demotivated", it's more that I'm good with
anything, so why put extra effort into something when the payoff is the same if I do something with zero effort?