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It sounds like you are a sociable introvert who other-thinks things. I know because I am one.
I've thought about it quite a bit (obviously) and I think the issue arises from the tension between enjoying company but also needing your own space to unwind. That's all compounded by the over-thinking as you chew over what people might think or what is expected of you.
For the last few years I've been free of responsibilities and realised that if I wasn't entertaining myself, no-one else would. For example, I'd avoided going to the cinema on my own (I thought people would judge me for not having company) but all that meant was I wasn't getting to see the films I wanted to watch.
The solution is a form of mindfulness (or running out of fucks to give - however you want to pitch it to yourself to make it work). You worry less about what people think, because, largely, they don't care (the exception might be going to animated children's films on your own - you definitely get some odd looks then). I now have a few WhatsApp groups were I let friends know what I am doing and if they want to tag along that's great. This has the bonus of events getting bogged down in negotiations and actually seems to result in note group events - for my birthday I just booked a bunch of tickets to a stand-up comedy tour and let everyone know. I had takers for them all within a day.
Relationships are trickier but if you can find someone who also likes company and their own space that would be ideal. It is a tricky balance to strike.